Synthesis of optically active propargylic alcohols

被引：0

作者：

He, QW ^{[1
]}

Ma, SM ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 22卷 / 06期

关键词：

optically active propargylic alcohol; asymmetric reduction; asymmetric 1,2-addition; kinetic resolution; 2,3 sigma-rearrangement; elimination; reductive cleavage;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active. propargylic alcohols are important building blocks for the synthesis of various kinds of compounds with potentials and there are many methods to synthesize them. Usually, they can be prepared by asymmetric reduction, asymmetric 1,2-addition, kinetic resolution, 2,3 sigma-rearrangement, elimination or reductive cleavage of optically active acetylenic acetals. The ee values and chemical yields are good.

引用

页码：375 / 387

页数：13

共 45 条

[21] STEREODIVERGENT ADDITIONS OF ALLYLIC CHROMIUM(III) REAGENTS TO ALDEHYDES
JUBERT, C
NOWOTNY, S
KORNEMANN, D
ANTES, I
TUCKER, CE
KNOCHEL, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (24): : 6384 - 6386
[22] PSEUDOMONAS LIPASES AS CATALYSTS IN ORGANIC-SYNTHESIS - SPECIFICITY OF LIPOPROTEIN-LIPASE
KIM, MJ
CHO, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (19) : 1411 - 1413
[23] LIPASE-CATALYZED TRANSESTERIFICATION AS A ROUTE TO EACH STEREOISOMER OF 2,5-HEXANEDIOL AND 3-HEXYNE-2,5-DIOL - SYNTHESIS OF (2R,5R)-2,5-DIMETHYLTETRAHYDROFURAN
KIM, MJ
LEE, IS
JEONG, NC
CHOI, YK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (23): : 6483 - 6485
[24] A PRACTICAL, EFFICIENT METHOD FOR PREPARATION OF 4 POSSIBLE STEREOISOMERS OF SECONDARY ALLYLIC ALCOHOLS USING KINETIC RESOLUTION OF (E)-1-TRIMETHYLSILYLALK-1-EN-3-OL BY THE SHARPLESS PROCESS
KITANO, Y
MATSUMOTO, T
SATO, F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) : 1323 - 1325
[25] ENANTIOSELECTIVE [2,3] WITTIG RING CONTRACTION INDUCED BY CHIRAL BASES - THE TOTAL SYNTHESIS AND ABSOLUTE-CONFIGURATION OF (+)-ARISTOLACTONE
MARSHALL, JA
LEBRETON, J
[J]. TETRAHEDRON LETTERS, 1987, 28 (29) : 3323 - 3326
[26] Asymmetric transfer hydrogenation of alpha,beta-acetylenic ketones
Matsumura, K
Hashiguchi, S
Ikariya, T
Noyori, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (37) : 8738 - 8739
[27] MIDLAND MM, 1984, TETRAHEDRON, V40, P1371
[28] ASYMMETRIC REDUCTION OF KETONES WITH B-(CIS-10-PINANYL)-9-BORABICYCLO[3.3.1]NONANE - OBSERVATION OF A CHANGE IN ENANTIOSELECTION BETWEEN SIMILAR ORGANOBORANE AND ORGANO-ALUMINUM REAGENTS
MIDLAND, MM
MCLOUGHLIN, JI
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (21): : 4101 - 4102
[29] ASYMMETRIC REDUCTIONS WITH ORGANOBORANE REAGENTS
MIDLAND, MM
[J]. CHEMICAL REVIEWS, 1989, 89 (07) : 1553 - 1561
[30] [2,3]-WITTIG SIGMATROPIC REARRANGEMENTS IN ORGANIC-SYNTHESIS
NAKAI, T
MIKAMI, K
[J]. CHEMICAL REVIEWS, 1986, 86 (05) : 885 - 902

← 1 2 3 4 5 →