STEREOSELECTIVE OSMYLATION OF 1,1-DISUBSTITUTED OLEFINS - EFFECT OF ALLYLIC SUBSTITUENTS ON REACTION DIASTEREOSELECTIVITY

被引：55

作者：

EVANS, DA

KALDOR, SW

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 06期

关键词：

D O I：

10.1021/jo00293a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The osmylation of 1,1-disubstituted olefins possessing an allylic, oxygen-bearing stereocenter proceeds in a stereoregular fashion with high diastereoselectivity. © 1990, American Chemical Society. All rights reserved.

引用

页码：1698 / 1700

页数：3

共 16 条

[1]

Allinger N. L., 1980, QCPE, P395

[2] CATALYTIC OSMYLATION OF ELECTRON POOR ALLYLIC ALCOHOLS AND ETHERS - A SYNTHETIC APPROACH TO BRANCHED-CHAIN SUGARS [J].

BERNARDI, A ;

CARDANI, S ;

SCOLASTICO, C ;

VILLA, R .

TETRAHEDRON, 1988, 44 (02) :491-502

[3] HIGHER-CARBON SUGARS .1. THE SYNTHESIS OF SOME OCTOSE SUGARS VIA THE OSMYLATION OF UNSATURATED PRECURSORS [J].

BRIMACOMBE, JS ;

HANNA, R ;

KABIR, AKMS ;

BENNETT, F ;

TAYLOR, ID .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (05) :815-821

[4] ON STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS - EMPIRICAL RULE [J].

CHA, JK ;

CHRIST, WJ ;

KISHI, Y .

TETRAHEDRON, 1984, 40 (12) :2247-2255

[5] ON STEREOCHEMISTRY OF OSMIUM-TETROXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS - EMPIRICAL RULE [J].

CHA, JK ;

CHRIST, WJ ;

KISHI, Y .

TETRAHEDRON LETTERS, 1983, 24 (37) :3943-3946

[6]

CHA JK, 1983, TETRAHEDRON LETT, V24, P3947

[7]

EVANS DA, UNPUB J AM CHEM SOC

[8]

HENTGES SG, 1980, J AM CHEM SOC, V102, P4263, DOI 10.1021/ja00532a050

[9] STERIC MODELS FOR STEREOSELECTIVITY OF NITRILE OXIDE CYCLOADDITIONS TO CHIRAL ALKENES [J].

HOUK, KN ;

DUH, HY ;

WU, YD ;

MOSES, SR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) :2754-2755

[10] THEORY AND MODELING OF STEREOSELECTIVE ORGANIC-REACTIONS [J].

HOUK, KN ;

PADDONROW, MN ;

RONDAN, NG ;

WU, YD ;

BROWN, FK ;

SPELLMEYER, DC ;

METZ, JT ;

LI, Y ;

LONCHARICH, RJ .

SCIENCE, 1986, 231 (4742) :1108-1117

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