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TOTAL SYNTHESIS OF (+)-HITACHIMYCIN
被引:20
作者
:
SMITH, AB
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
SMITH, AB
[
1
]
RANO, TA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
RANO, TA
[
1
]
CHIDA, N
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
CHIDA, N
[
1
]
SULIKOWSKI, GA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
SULIKOWSKI, GA
[
1
]
机构
:
[1]
UNIV PENN,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1990年
/ 55卷
/ 04期
关键词
:
D O I
:
10.1021/jo00291a005
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The first total synthesis of the macrocyclic antibiotic-antitumor agent (+)-hitachimycin (1) has been achieved via a convergent and efficient route (22 steps, 1.2% overall yield). The key transformation entailed a highly stereoselective, three-component coupling of (-)-5-methoxycyclopentenone (5) with a zincate derived from vinyl iodide 4a and aldehyde (-)-6. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:1136 / 1138
页数:3
相关论文
共 37 条
[1]
PREPARATION OF MACROLIDES VIA WITTIG REACTION - TOTAL SYNTHESIS OF (-)-VERMICULINE
[J].
BURRI, KF
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
BURRI, KF
;
CARDONE, RA
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
CARDONE, RA
;
CHEN, WY
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
CHEN, WY
;
ROSEN, P
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
ROSEN, P
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ISAKS, M
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0
引用数:
0
h-index:
0
机构:
Laboratoire de Chimie Organique, Université de Bordeaux I, 33405 Talence, 351, cours de la Libération
DUBOUDIN, JG
;
JOUSSEAUME, B
论文数:
0
引用数:
0
h-index:
0
机构:
Laboratoire de Chimie Organique, Université de Bordeaux I, 33405 Talence, 351, cours de la Libération
JOUSSEAUME, B
;
BONAKDAR, A
论文数:
0
引用数:
0
h-index:
0
机构:
Laboratoire de Chimie Organique, Université de Bordeaux I, 33405 Talence, 351, cours de la Libération
BONAKDAR, A
.
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ALDEHYDES AND KETONES FROM THIOACETALS
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FETIZON, M
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JURION, M
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FRITZ, AW
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FRITZ, AW
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TETRAHEDRON LETTERS,
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GREENE, AE
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GREENE, AE
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LANSARD, JP
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0
LANSARD, JP
;
LUCHE, JL
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0
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0
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0
LUCHE, JL
;
PETRIER, C
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0
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0
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0
PETRIER, C
.
JOURNAL OF ORGANIC CHEMISTRY,
1984,
49
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:931
-932
[7]
ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL) AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS
[J].
HORITA, K
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HORITA, K
;
YOSHIOKA, T
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
YOSHIOKA, T
;
TANAKA, T
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
TANAKA, T
;
OIKAWA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
OIKAWA, Y
;
YONEMITSU, O
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
YONEMITSU, O
.
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GORTLER, LB
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0
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0
GORTLER, LB
;
WARING, A
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0
h-index:
0
WARING, A
;
BATTISTI, A
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0
引用数:
0
h-index:
0
BATTISTI, A
;
BANK, S
论文数:
0
引用数:
0
h-index:
0
BANK, S
;
CLOSSON, WD
论文数:
0
引用数:
0
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0
CLOSSON, WD
;
WRIEDE, P
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0
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0
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0
WRIEDE, P
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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REGIOSPECIFIC 1,4-ADDITION WITH GRIGNARD-DERIVED MIXED TRIORGANOZINCATE REAGENTS
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KJONAAS, RA
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引用数:
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h-index:
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KJONAAS, RA
;
HOFFER, RK
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0
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0
HOFFER, RK
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(17)
:4133
-4135
←
1
2
3
4
→
共 37 条
[1]
PREPARATION OF MACROLIDES VIA WITTIG REACTION - TOTAL SYNTHESIS OF (-)-VERMICULINE
[J].
BURRI, KF
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
BURRI, KF
;
CARDONE, RA
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
CARDONE, RA
;
CHEN, WY
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
CHEN, WY
;
ROSEN, P
论文数:
0
引用数:
0
h-index:
0
机构:
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
HOFFMANN LA ROCHE INC,DEPT CHEM RES,NUTLEY,NJ 07110
ROSEN, P
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1978,
100
(22)
:7069
-7071
[2]
CYCLOPENTENE-3,5-DIONE .4. REACTION WITH BROMINATING AGENTS AND WITH ETHANOL
[J].
DEPUY, CH
论文数:
0
引用数:
0
h-index:
0
DEPUY, CH
;
ISAKS, M
论文数:
0
引用数:
0
h-index:
0
ISAKS, M
;
THURN, RD
论文数:
0
引用数:
0
h-index:
0
THURN, RD
.
JOURNAL OF ORGANIC CHEMISTRY,
1962,
27
(03)
:744
-&
[3]
GAMMA-FUNCTIONAL VINYL GRIGNARD-REAGENTS .2. IODOLYSIS, ALKYLATION AND ARYLATION OF IODO-ALCOHOLS
[J].
DUBOUDIN, JG
论文数:
0
引用数:
0
h-index:
0
机构:
Laboratoire de Chimie Organique, Université de Bordeaux I, 33405 Talence, 351, cours de la Libération
DUBOUDIN, JG
;
JOUSSEAUME, B
论文数:
0
引用数:
0
h-index:
0
机构:
Laboratoire de Chimie Organique, Université de Bordeaux I, 33405 Talence, 351, cours de la Libération
JOUSSEAUME, B
;
BONAKDAR, A
论文数:
0
引用数:
0
h-index:
0
机构:
Laboratoire de Chimie Organique, Université de Bordeaux I, 33405 Talence, 351, cours de la Libération
BONAKDAR, A
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1979,
168
(02)
:227
-232
[4]
ALDEHYDES AND KETONES FROM THIOACETALS
[J].
FETIZON, M
论文数:
0
引用数:
0
h-index:
0
FETIZON, M
;
JURION, M
论文数:
0
引用数:
0
h-index:
0
JURION, M
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1972,
(07)
:382
-&
[5]
STUDIES DIRECTED TOWARD THE PREPARATION OF POLYENE MACROLIDE MIMICS
[J].
FLOYD, DM
论文数:
0
引用数:
0
h-index:
0
FLOYD, DM
;
FRITZ, AW
论文数:
0
引用数:
0
h-index:
0
FRITZ, AW
.
TETRAHEDRON LETTERS,
1981,
22
(30)
:2847
-2850
[6]
EFFICIENT SYNTHESES OF (+/-)-BETA-CUPARENONE - CONJUGATE ADDITION OF ORGANOZINC REAGENTS
[J].
GREENE, AE
论文数:
0
引用数:
0
h-index:
0
GREENE, AE
;
LANSARD, JP
论文数:
0
引用数:
0
h-index:
0
LANSARD, JP
;
LUCHE, JL
论文数:
0
引用数:
0
h-index:
0
LUCHE, JL
;
PETRIER, C
论文数:
0
引用数:
0
h-index:
0
PETRIER, C
.
JOURNAL OF ORGANIC CHEMISTRY,
1984,
49
(05)
:931
-932
[7]
ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL) AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS
[J].
HORITA, K
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HORITA, K
;
YOSHIOKA, T
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
YOSHIOKA, T
;
TANAKA, T
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
TANAKA, T
;
OIKAWA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
OIKAWA, Y
;
YONEMITSU, O
论文数:
0
引用数:
0
h-index:
0
机构:
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
YONEMITSU, O
.
TETRAHEDRON,
1986,
42
(11)
:3021
-3028
[8]
HUANG SL, 1978, SYNTHESIS-STUTTGART, P297
[9]
CLEAVAGE OF SULFONAMIDES WITH SODIUM NAPHTHALENE
[J].
JI, S
论文数:
0
引用数:
0
h-index:
0
JI, S
;
GORTLER, LB
论文数:
0
引用数:
0
h-index:
0
GORTLER, LB
;
WARING, A
论文数:
0
引用数:
0
h-index:
0
WARING, A
;
BATTISTI, A
论文数:
0
引用数:
0
h-index:
0
BATTISTI, A
;
BANK, S
论文数:
0
引用数:
0
h-index:
0
BANK, S
;
CLOSSON, WD
论文数:
0
引用数:
0
h-index:
0
CLOSSON, WD
;
WRIEDE, P
论文数:
0
引用数:
0
h-index:
0
WRIEDE, P
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(20)
:5311
-&
[10]
REGIOSPECIFIC 1,4-ADDITION WITH GRIGNARD-DERIVED MIXED TRIORGANOZINCATE REAGENTS
[J].
KJONAAS, RA
论文数:
0
引用数:
0
h-index:
0
KJONAAS, RA
;
HOFFER, RK
论文数:
0
引用数:
0
h-index:
0
HOFFER, RK
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(17)
:4133
-4135
←
1
2
3
4
→