ALLYLSILANES IN ORGANIC-SYNTHESIS - DOUBLE ASYMMETRIC INDUCTION IN THE DIHYDROXYLATION OF A CHIRAL ALLYLSILANE

被引：19

作者：

WARD, RA ^{[1
]}

PROCTER, G ^{[1
]}

机构：

[1] UNIV SALFORD,DEPT CHEM & APPL CHEM,SALFORD M5 4WT,LANCS,ENGLAND

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 23期

关键词：

ALLYLSILANES; DIHYDROXYLATION; ENANTIOSELECTIVE CATALYSIS; KINETIC RESOLUTION; BACIPHELACIN;

D O I：

10.1016/S0040-4039(00)92089-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Double asymmetric induction has been used to increase the diastereoselectivity of the dihydroxylation of the allylsilane +(11) using dihydroquinidine p-chlorobenzoate as catalyst.

引用

页码：3363 / 3366

页数：4

共 15 条

[1] DOUBLE ASYMMETRIC INDUCTION IN THE OSMYLATION OF GAMMA-ALKOXY-ALPHA,BETA-UNSATURATED ESTERS [J].

ANNUNZIATA, R ;

CINQUINI, M ;

COZZI, F ;

RAIMONDI, L .

TETRAHEDRON, 1988, 44 (22) :6897-6902

[2] A ONE-POT CONVERSION OF THE PHENYLDIMETHYLSILYL GROUP INTO A HYDROXYL GROUP [J].

FLEMING, I ;

SANDERSON, PEJ .

TETRAHEDRON LETTERS, 1987, 28 (36) :4229-4232

[3]

Fleming I., 1989, ORG REACTIONS, V37, P57

[4] CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION [J].

GAO, Y ;

HANSON, RM ;

KLUNDER, JM ;

KO, SY ;

MASAMUNE, H ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5765-5780

[5] 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 [J].

KITANO, Y ;

MATSUMOTO, T ;

SATO, F .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) :1323-1325

[6]

KWONG HL, 1990, TETRAHEDRON LETT, V31, P2999

[7] KINETIC RESOLUTION OF RACEMIC ALLYLIC ALCOHOLS BY ENANTIOSELECTIVE EPOXIDATION - A ROUTE TO SUBSTANCES OF ABSOLUTE ENANTIOMERIC PURITY [J].

MARTIN, VS ;

WOODARD, SS ;

KATSUKI, T ;

YAMADA, Y ;

IKEDA, M ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (20) :6237-6240

[8]

MATASSA VG, 1989, ISRAEL J CHEM, V29, P321

[9] ALLYLSILANES IN ORGANIC-SYNTHESIS - STEREOSELECTIVE PREPARATION AND REACTIONS OF FUNCTIONALIZED BETA,GAMMA-EPOXYSILANES [J].

MURPHY, PJ ;

RUSSELL, AT ;

PROCTER, G .

TETRAHEDRON LETTERS, 1990, 31 (07) :1055-1058

[10] ALLYLSILANES IN ORGANIC-SYNTHESIS - AN APPROACH TO THE STEREOSELECTIVE SYNTHESIS OF UNITS FOR NATURAL PRODUCT SYNTHESIS [J].

MURPHY, PJ ;

PROCTER, G .

TETRAHEDRON LETTERS, 1990, 31 (07) :1059-1062

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