ANOMALOUS ENANTIOSELECTIVITY IN THE SHARPLESS CATALYTIC ASYMMETRIC DIHYDROXYLATION REACTION OF 1,1-DISUBSTITUTED ALLYL ALCOHOL DERIVATIVES

被引：46

作者：

HALE, KJ

MANAVIAZAR, S

PEAK, SA

机构：

[1] The Christopher Ingold Laboratories, Department of Chemistry, University College London, London, WC1H 0AJ England

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 03期

关键词：

D O I：

10.1016/0040-4039(94)85071-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Sharpless asymmetric dihydroxylation (AD) reaction has been examined on a number of 1,1-disubstituted allyl alcohol derivatives. In the majority of substrates studied, the product diols had ee's in the 9-11% range and had absolute stereochemistry opposite to that predicted using the Sharpless steric model.

引用

页码：425 / 428

页数：4

共 14 条

[11] (+)-EXO-BREVICOMIN VIA AN ORGANOMETALLIC BOULEVARD [J].

SODERQUIST, JA ;

RANE, AM .

TETRAHEDRON LETTERS, 1993, 34 (32) :5031-5034

[12] SYNTHESIS OF OPTICALLY-ACTIVE FURFURYL ALCOHOLS AND BUTENOLIDES FROM TRANS-1-TRIMETHYLSILYL-3-ALKEN-1-YNES VIA SUCCESSIVE ASYMMETRIC DIHYDROXYLATION AND HYDROMAGNESIATION REACTIONS [J].

TANI, K ;

SATO, Y ;

OKAMOTO, S ;

SATO, F .

TETRAHEDRON LETTERS, 1993, 34 (31) :4975-4978

[13] ENANTIOSELECTIVE SYNTHESIS OF THE 6,8-DIOXABICYCLO-[3.2.1]OCTANE SKELETON BY ASYMMETRIC DIHYDROXYLATION [J].

TURPIN, JA ;

WEIGEL, LO .

TETRAHEDRON LETTERS, 1992, 33 (44) :6563-6564

[14]

WANG ZM, 1993, SYNLETT, P603

← 1 2 →