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Stereoselective synthesis of 4-aryl-2-(benzyloxy)carbonyl-3-hydroxy tetrahydrofurans from aryl epoxides
被引:15
作者
:
Angle, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Angle, SR
[
1
]
White, SL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
White, SL
[
1
]
机构
:
[1]
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
来源
:
TETRAHEDRON LETTERS
|
2000年
/ 41卷
/ 42期
基金
:
美国国家科学基金会;
关键词
:
aryl epoxides;
tetrahydrofurans;
stereoselective;
asymmetric synthesis;
D O I
:
10.1016/S0040-4039(00)01401-5
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The stereoselective synthesis of 4-aryl substituted tetrahydrofurans from benzyl diazoacetate and aryl epoxides is described. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8059 / 8062
页数:4
相关论文
共 17 条
[1]
STEREOSELECTIVE SYNTHESIS OF TETRAHYDROFURANS VIA THE LEWIS-ACID PROMOTED REACTION OF BETA-BENZYLOXY ALDEHYDES AND ETHYL DIAZOACETATE
[J].
ANGLE, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
ANGLE, SR
;
WEI, GP
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
WEI, GP
;
KO, YK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
KO, YK
;
KUBO, K
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
KUBO, K
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1995,
117
(30)
:8041
-8042
[2]
Synthesis of tetrahydrofurans from protected β-hydroxyaldehydes:: Optimization of the alcohol protecting group
[J].
Angle, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Angle, SR
;
Bernier, DS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Bernier, DS
;
El-Said, NA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
El-Said, NA
;
Jones, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Jones, DE
;
Shaw, SZ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Shaw, SZ
.
TETRAHEDRON LETTERS,
1998,
39
(23)
:3919
-3922
[3]
Stereoselective synthesis of 2,3,4-trisubstituted tetrahydrofurans
[J].
Angle, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Angle, SR
;
Bernier, DS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Bernier, DS
;
Chann, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Chann, K
;
Jones, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Jones, DE
;
Kim, MS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Kim, MS
;
Neitzel, ML
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Neitzel, ML
;
White, SL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
White, SL
.
TETRAHEDRON LETTERS,
1998,
39
(45)
:8195
-8198
[4]
Stereoselective synthesis of substituted tetrahydrofurans using 5-endo-trig cyclisation reactions
[J].
Craig, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Craig, D
;
Ikin, NJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Ikin, NJ
;
Mathews, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Mathews, N
;
Smith, AM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Smith, AM
.
TETRAHEDRON,
1999,
55
(47)
:13471
-13494
[5]
Heterocyclic synthesis by C-C bond formation. Tetrahydrofuran and tetrahydropyran synthesis via oxonium ion-mediated cyclisation reactions
[J].
Craig, D
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
Craig, D
;
King, NP
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
King, NP
;
Shaw, AN
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
Shaw, AN
.
TETRAHEDRON LETTERS,
1997,
38
(49)
:8599
-8602
[6]
Stereoselective synthesis of tetrahydrofurans and tetrahydropyrans by acid-catalyzed cyclization of hydroxy selenides and hydroxy sulfides
[J].
Gruttadauria, M
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Gruttadauria, M
;
Lo Meo, P
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Lo Meo, P
;
Noto, R
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Noto, R
.
TETRAHEDRON,
1999,
55
(49)
:14097
-14110
[7]
Hartung J, 2000, SYNLETT, P367
[8]
ENANTIOSPECIFIC SYNTHESIS OF ALL 4 DIASTEREOMERS OF 2-METHYL-3-((TRIALKYLSILYL)OXY)ALKANALS - FACILE PREPARATION OF ALDOLS BY NON-ALDOL CHEMISTRY
[J].
JUNG, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry and Biochemistry, University of California, Los Angeles
JUNG, ME
;
DAMICO, DC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry and Biochemistry, University of California, Los Angeles
DAMICO, DC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(25)
:12208
-12209
[9]
Synthesis of four diastereomeric 3,5-dialkoxy-2,4-dimethylalkanals by a simple extension of the non-aldol aldol process to bis(propionates)
[J].
Jung, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Jung, ME
;
Lee, WS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Lee, WS
;
Sun, DQ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Sun, DQ
.
ORGANIC LETTERS,
1999,
1
(02)
:307
-309
[10]
Rearrangement of epoxides in non-aldol aldol process: Allylic vs. tertiary and secondary carbocationic centers
[J].
Jung, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Jung, ME
;
Marquez, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Marquez, R
.
TETRAHEDRON LETTERS,
1999,
40
(16)
:3129
-3132
←
1
2
→
共 17 条
[1]
STEREOSELECTIVE SYNTHESIS OF TETRAHYDROFURANS VIA THE LEWIS-ACID PROMOTED REACTION OF BETA-BENZYLOXY ALDEHYDES AND ETHYL DIAZOACETATE
[J].
ANGLE, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
ANGLE, SR
;
WEI, GP
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
WEI, GP
;
KO, YK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
KO, YK
;
KUBO, K
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Riverside, Riverside
KUBO, K
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1995,
117
(30)
:8041
-8042
[2]
Synthesis of tetrahydrofurans from protected β-hydroxyaldehydes:: Optimization of the alcohol protecting group
[J].
Angle, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Angle, SR
;
Bernier, DS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Bernier, DS
;
El-Said, NA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
El-Said, NA
;
Jones, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Jones, DE
;
Shaw, SZ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Shaw, SZ
.
TETRAHEDRON LETTERS,
1998,
39
(23)
:3919
-3922
[3]
Stereoselective synthesis of 2,3,4-trisubstituted tetrahydrofurans
[J].
Angle, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Angle, SR
;
Bernier, DS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Bernier, DS
;
Chann, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Chann, K
;
Jones, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Jones, DE
;
Kim, MS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Kim, MS
;
Neitzel, ML
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Neitzel, ML
;
White, SL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
White, SL
.
TETRAHEDRON LETTERS,
1998,
39
(45)
:8195
-8198
[4]
Stereoselective synthesis of substituted tetrahydrofurans using 5-endo-trig cyclisation reactions
[J].
Craig, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Craig, D
;
Ikin, NJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Ikin, NJ
;
Mathews, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Mathews, N
;
Smith, AM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
Smith, AM
.
TETRAHEDRON,
1999,
55
(47)
:13471
-13494
[5]
Heterocyclic synthesis by C-C bond formation. Tetrahydrofuran and tetrahydropyran synthesis via oxonium ion-mediated cyclisation reactions
[J].
Craig, D
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
Craig, D
;
King, NP
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
King, NP
;
Shaw, AN
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
Shaw, AN
.
TETRAHEDRON LETTERS,
1997,
38
(49)
:8599
-8602
[6]
Stereoselective synthesis of tetrahydrofurans and tetrahydropyrans by acid-catalyzed cyclization of hydroxy selenides and hydroxy sulfides
[J].
Gruttadauria, M
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Gruttadauria, M
;
Lo Meo, P
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Lo Meo, P
;
Noto, R
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
Noto, R
.
TETRAHEDRON,
1999,
55
(49)
:14097
-14110
[7]
Hartung J, 2000, SYNLETT, P367
[8]
ENANTIOSPECIFIC SYNTHESIS OF ALL 4 DIASTEREOMERS OF 2-METHYL-3-((TRIALKYLSILYL)OXY)ALKANALS - FACILE PREPARATION OF ALDOLS BY NON-ALDOL CHEMISTRY
[J].
JUNG, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry and Biochemistry, University of California, Los Angeles
JUNG, ME
;
DAMICO, DC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry and Biochemistry, University of California, Los Angeles
DAMICO, DC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(25)
:12208
-12209
[9]
Synthesis of four diastereomeric 3,5-dialkoxy-2,4-dimethylalkanals by a simple extension of the non-aldol aldol process to bis(propionates)
[J].
Jung, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Jung, ME
;
Lee, WS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Lee, WS
;
Sun, DQ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Sun, DQ
.
ORGANIC LETTERS,
1999,
1
(02)
:307
-309
[10]
Rearrangement of epoxides in non-aldol aldol process: Allylic vs. tertiary and secondary carbocationic centers
[J].
Jung, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Jung, ME
;
Marquez, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Marquez, R
.
TETRAHEDRON LETTERS,
1999,
40
(16)
:3129
-3132
←
1
2
→