ENANTIOSELECTIVE SYNTHESIS OF EPOXIDES VIA SHARPLESS EPOXIDATION OF ALKENYLSILANOLS

被引：34

作者：

CHAN, TH ^{[1
]}

CHEN, LM ^{[1
]}

WANG, D ^{[1
]}

LI, LH ^{[1
]}

机构：

[1] CHINESE ACAD SCI,INST CHEM,BEIJING,PEOPLES R CHINA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1993年 / 71卷 / 01期

关键词：

D O I：

10.1139/v93-009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective synthesis of simple epoxides can be achieved by Sharpless epoxidation of alkenylsilanols followed by protodesilylation of the chiral epoxysilanols. The approach has been applied to the synthesis of frontalin.

引用

页码：60 / 67

页数：8

共 33 条

[1] TARTRATE-LIKE LIGANDS IN THE ASYMMETRIC EPOXIDATION
BURNS, CJ
MARTIN, CA
SHARPLESS, KB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (12) : 2826 - 2834
[2] ANGULAR HYDROXYMETHYLATION OF FUNCTIONALIZED DECALIN SYSTEMS
CHAN, TH
SCHWERDTFEGER, AE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (10) : 3294 - 3298
[3] CHIRAL ORGANO-SILICON COMPOUNDS IN ORGANIC-SYNTHESIS .2. ENANTIOSELECTIVE SYNTHESIS OF HOMOALLYLIC ALCOHOLS
CHAN, TH
WANG, D
[J]. TETRAHEDRON LETTERS, 1989, 30 (23) : 3041 - 3044
[4] CLEAVAGE OF SILICON-CARBON BOND BY FLUORIDE-ION IN TRIORGANOSILYLOXIRANES - STEREOCHEMISTRY OF SUBSTITUTION AT OXIRANYL CARBON
CHAN, TH
LAU, PWK
LI, MP
[J]. TETRAHEDRON LETTERS, 1976, (31) : 2667 - 2670
[5] ENANTIOSELECTIVE SYNTHESIS OF EPOXIDES - SHARPLESS EPOXIDATION OF ALKENYLSILANOLS
CHAN, TH
CHEN, LM
WANG, D
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (19) : 1280 - 1281
[6] ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED ALKENES USING THE NEW C2-SYMMETRICAL 1,1'-BINAPHTHYL-2,2'-DIMETHYLENE-BRIDGED ANSA-BIS(1-INDENYL)TITANIUM DICHLORIDE CATALYST
COLLETTI, SL
HALTERMAN, RL
[J]. TETRAHEDRON LETTERS, 1992, 33 (08) : 1005 - 1008
[7] ON THE ORIGIN OF ENANTIOSELECTIVITY IN THE KATSUKI-SHARPLESS EPOXIDATION PROCEDURE
COREY, EJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) : 1693 - 1694
[8] MECHANISM OF ASYMMETRIC EPOXIDATION .2. CATALYST STRUCTURE
FINN, MG
SHARPLESS, KB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) : 113 - 126
[9] CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION
GAO, Y
HANSON, RM
KLUNDER, JM
KO, SY
MASAMUNE, H
SHARPLESS, KB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) : 5765 - 5780
[10] SYNTHESIS OF ONE ENANTIOMER, OTHER ENANTIOMER, AND A MIXTURE OF BOTH ENANTIOMERS OF FRONTALIN FROM A DERIVATIVE OF METHYL-ALPHA-D-GLUCOPYRANOSIDE
HICKS, DR
FRASERREID, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (21) : 869 - 870

← 1 2 3 4 →