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

[11] EFFECT OF SUBSTITUENT ON REACTIONS REMOTE FROM SILICON - REGIOSELECTIVE ALPHA-ALKYLATION OF ALPHA-SILYLALLYL CARBANIONS
HORVATH, RF
CHAN, TH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (02) : 317 - 327
[12] HIGHLY ENANTIOSELECTIVE EPOXIDATION CATALYSTS DERIVED FROM 1,2-DIAMINOCYCLOHEXANE
JACOBSEN, EN
ZHANG, W
MUCI, AR
ECKER, JR
DENG, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) : 7063 - 7064
[13] ASYMMETRIC DIHYDROXYLATION VIA LIGAND-ACCELERATED CATALYSIS
JACOBSEN, EN
MARKO, I
MUNGALL, WS
SCHRODER, G
SHARPLESS, KB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (06) : 1968 - 1970
[14] JORGENSEN KA, 1987, J AM CHEM SOC, V109, P3240
[15] CONVENIENT SYNTHETIC ROUTE TO 6,8-DIOXABICYCLO[3.2.1]OCTANES, THE AGGREGATION PHEROMONE COMPONENTS OF BARK BEETLES
JOSHI, NN
MAMDAPUR, VR
CHADHA, MS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (12): : 2963 - 2966
[16] THE 1ST PRACTICAL METHOD FOR ASYMMETRIC EPOXIDATION
KATSUKI, T
SHARPLESS, KB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) : 5974 - 5976
[17] ENANTIOSELECTIVE EPOXIDATION OF CONJUGATED DIENES AND ENYNES - TRANS-EPOXIDES FROM CIS-OLEFINS
LEE, NH
JACOBSEN, EN
[J]. TETRAHEDRON LETTERS, 1991, 32 (45) : 6533 - 6536
[18] REGIOSELECTIVE ALKYLATION OF 1-SILYL-2-METHYLALLYL CARBANIONS
LI, LH
WANG, D
CHAN, TH
[J]. TETRAHEDRON LETTERS, 1991, 32 (25) : 2879 - 2882
[19] SUBTLE EFFECTS IN THE ASYMMETRIC EPOXIDATION - DEPENDENCE OF KINETIC RESOLUTION EFFICIENCY ON THE MONODENTATE ALKOXIDE LIGANDS OF THE BYSTANDER TITANIUM CENTER
MCKEE, BH
KALANTAR, TH
SHARPLESS, KB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (25) : 6966 - 6968
[20] MEISTER C, 1984, J CHEM SOC CHEM COMM, P578

← 1 2 3 4 →