STEREOSPECIFIC VICINAL OXYAMINATION OF OLEFINS BY ALKYLIMIDOOSMIUM COMPOUNDS

被引：103

作者：

PATRICK, DW ^{[1
]}

TRUESDALE, LK ^{[1
]}

BILLER, SA ^{[1
]}

SHARPLESS, KB ^{[1
]}

机构：

[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1978年 / 43卷 / 13期

关键词：

D O I：

10.1021/jo00407a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of trioxo (tert-alkylimido) osmium (VIII) complexes with a variety of olefins (30 different cases) affords, after reduction of the intermediate osmate esters, vicinal amino alcohols in fair to excellent yields. The synthetic utility of this new reaction was evaluated by examining the effects of solvent, temperature, olefin substitution patterns, functional groups. Where possible the imidoosmium (VIII) reagents were compared to osmium tetroxide. Stereospecific preparations of both (E)-1-deuterio-1-decene and (Z)-1-deuterio-l-decene are described. © 1978, American Chemical Society. All rights reserved.

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页码：2628 / 2638

页数：11

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