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Synthesis of 3-acyltetrahydrofurans from formaldehyde acetals of allylic diols
被引:25
作者
:
Gasparski, CM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Gasparski, CM
[
1
]
Herrinton, PM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Herrinton, PM
[
1
]
Overman, LE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Overman, LE
[
1
]
Wolfe, JP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Wolfe, JP
[
1
]
机构
:
[1]
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
来源
:
TETRAHEDRON LETTERS
|
2000年
/ 41卷
/ 49期
关键词
:
D O I
:
10.1016/S0040-4039(00)01571-9
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
3-Acyltetrahydrofurans having hydrogen substituents at C5 can be prepared with high stereocontrol and enantiopurity from alkoxymethyl or thioalkoxymethyl derivatives of allylic diols. (C) 2000 Published by Elsevier Science Ltd.
引用
收藏
页码:9431 / 9435
页数:5
相关论文
共 17 条
[1]
Total synthesis of (+)-isolaurepinnacin. Use of acetal-alkene cyclization to prepare highly functionalized seven-membered cyclic ethers
Berger, D
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
Berger, D
Overman, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
Overman, LE
Renhowe, PA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
Renhowe, PA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(10)
: 2446
-
2452
[2]
ACID-PROMOTED REACTION OF CYCLIC ALLYLIC DIOLS WITH CARBONYL-COMPOUNDS - STEREOSELECTIVE RING-ENLARGING TETRAHYDROFURAN ANNULATIONS
BROWN, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
BROWN, MJ
HARRISON, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HARRISON, T
HERRINTON, PM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HERRINTON, PM
HOPKINS, MH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HOPKINS, MH
HUTCHINSON, KD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HUTCHINSON, KD
MISHRA, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
MISHRA, P
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(14)
: 5365
-
5378
[3]
GENERAL-APPROACH TO HALOGENATED TETRAHYDROFURAN NATURAL-PRODUCTS FROM RED ALGAE OF THE GENUS LAURENCIA - TOTAL SYNTHESIS OF (+/-)-TRANS-KUMAUSYNE AND DEMONSTRATION OF AN ASYMMETRIC-SYNTHESIS STRATEGY
BROWN, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
BROWN, MJ
HARRISON, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HARRISON, T
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(14)
: 5378
-
5384
[4]
Saturated oxygen heterocycles
Elliott, MC
论文数:
0
引用数:
0
h-index:
0
机构:
Cardiff univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
Cardiff univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
Elliott, MC
[J].
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1,
2000,
(09):
: 1291
-
1318
[5]
GENERAL-APPROACH TO HALOGENATED TETRAHYDROFURAN NATURAL-PRODUCTS FROM RED ALGAE OF THE GENUS LAURENCIA - TOTAL SYNTHESIS OF (+/-)-KUMAUSALLENE AND (+/-)-1-EPI-KUMAUSALLENE
GRESE, TA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
GRESE, TA
HUTCHINSON, KD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HUTCHINSON, KD
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1993,
58
(09)
: 2468
-
2477
[6]
CLEAVAGE OF CARBON-OXYGEN BONDS - DIMETHYLBORON BROMIDE - A NEW REAGENT FOR ETHER CLEAVAGE
GUINDON, Y
论文数:
0
引用数:
0
h-index:
0
GUINDON, Y
YOAKIM, C
论文数:
0
引用数:
0
h-index:
0
YOAKIM, C
MORTON, HE
论文数:
0
引用数:
0
h-index:
0
MORTON, HE
[J].
TETRAHEDRON LETTERS,
1983,
24
(29)
: 2969
-
2972
[7]
Stereoselection in the prins-pinacol synthesis of 2,2-disubstituted 4-acyltetrahydrofurans. Enantioselective synthesis of (-)-citreoviral
Hanaki, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Hanaki, N
Link, JT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Link, JT
MacMillan, DWC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
MacMillan, DWC
Overman, LE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Overman, LE
Trankle, WG
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Trankle, WG
Wurster, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Wurster, JA
[J].
ORGANIC LETTERS,
2000,
2
(02)
: 223
-
226
[8]
STEREOCONTROLLED PREPARATION OF TETRAHYDROFURANS FROM ACID-PROMOTED REARRANGEMENTS OF ALLYLIC ACETALS
HOPKINS, MH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HOPKINS, MH
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
RISHTON, GM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
RISHTON, GM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(14)
: 5354
-
5365
[9]
ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-)-7-DEACETOXYALCYONIN ACETATE - FIRST SYNTHESIS OF A EUNICELLIN DITERPENE
MACMILLAN, DWC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
MACMILLAN, DWC
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1995,
117
(41)
: 10391
-
10392
[10]
MARTINET P, 1970, B SOC CHIM FR, P1071
←
1
2
→
共 17 条
[1]
Total synthesis of (+)-isolaurepinnacin. Use of acetal-alkene cyclization to prepare highly functionalized seven-membered cyclic ethers
Berger, D
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
Berger, D
Overman, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
Overman, LE
Renhowe, PA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92697
Renhowe, PA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(10)
: 2446
-
2452
[2]
ACID-PROMOTED REACTION OF CYCLIC ALLYLIC DIOLS WITH CARBONYL-COMPOUNDS - STEREOSELECTIVE RING-ENLARGING TETRAHYDROFURAN ANNULATIONS
BROWN, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
BROWN, MJ
HARRISON, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HARRISON, T
HERRINTON, PM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HERRINTON, PM
HOPKINS, MH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HOPKINS, MH
HUTCHINSON, KD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HUTCHINSON, KD
MISHRA, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
MISHRA, P
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(14)
: 5365
-
5378
[3]
GENERAL-APPROACH TO HALOGENATED TETRAHYDROFURAN NATURAL-PRODUCTS FROM RED ALGAE OF THE GENUS LAURENCIA - TOTAL SYNTHESIS OF (+/-)-TRANS-KUMAUSYNE AND DEMONSTRATION OF AN ASYMMETRIC-SYNTHESIS STRATEGY
BROWN, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
BROWN, MJ
HARRISON, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HARRISON, T
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(14)
: 5378
-
5384
[4]
Saturated oxygen heterocycles
Elliott, MC
论文数:
0
引用数:
0
h-index:
0
机构:
Cardiff univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
Cardiff univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
Elliott, MC
[J].
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1,
2000,
(09):
: 1291
-
1318
[5]
GENERAL-APPROACH TO HALOGENATED TETRAHYDROFURAN NATURAL-PRODUCTS FROM RED ALGAE OF THE GENUS LAURENCIA - TOTAL SYNTHESIS OF (+/-)-KUMAUSALLENE AND (+/-)-1-EPI-KUMAUSALLENE
GRESE, TA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
GRESE, TA
HUTCHINSON, KD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HUTCHINSON, KD
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1993,
58
(09)
: 2468
-
2477
[6]
CLEAVAGE OF CARBON-OXYGEN BONDS - DIMETHYLBORON BROMIDE - A NEW REAGENT FOR ETHER CLEAVAGE
GUINDON, Y
论文数:
0
引用数:
0
h-index:
0
GUINDON, Y
YOAKIM, C
论文数:
0
引用数:
0
h-index:
0
YOAKIM, C
MORTON, HE
论文数:
0
引用数:
0
h-index:
0
MORTON, HE
[J].
TETRAHEDRON LETTERS,
1983,
24
(29)
: 2969
-
2972
[7]
Stereoselection in the prins-pinacol synthesis of 2,2-disubstituted 4-acyltetrahydrofurans. Enantioselective synthesis of (-)-citreoviral
Hanaki, N
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Hanaki, N
Link, JT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Link, JT
MacMillan, DWC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
MacMillan, DWC
Overman, LE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Overman, LE
Trankle, WG
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Trankle, WG
Wurster, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
Wurster, JA
[J].
ORGANIC LETTERS,
2000,
2
(02)
: 223
-
226
[8]
STEREOCONTROLLED PREPARATION OF TETRAHYDROFURANS FROM ACID-PROMOTED REARRANGEMENTS OF ALLYLIC ACETALS
HOPKINS, MH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
HOPKINS, MH
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
RISHTON, GM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
RISHTON, GM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(14)
: 5354
-
5365
[9]
ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-)-7-DEACETOXYALCYONIN ACETATE - FIRST SYNTHESIS OF A EUNICELLIN DITERPENE
MACMILLAN, DWC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
MACMILLAN, DWC
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1995,
117
(41)
: 10391
-
10392
[10]
MARTINET P, 1970, B SOC CHIM FR, P1071
←
1
2
→