STEREOCONTROL OF 3 CONTIGUOUS CHIRAL CENTERS OF BRASSINOSTEROID SIDE-CHAIN USING ALPHA-ALKOXY ORGANOLEADS

被引：16

作者：

FURUTA, T ^{[1
]}

YAMAMOTO, Y ^{[1
]}

机构：

[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 11期

关键词：

D O I：

10.1021/jo00037a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of steroidal aldehyde 2 with chiral alpha-methoxyorganolead (S)-3 in the presence of TiCl4 gave the Cram-syn product 4, a precursor of 28-norbrassinolide, in 90% yield as a single stereoisomer. A kinetic resolution was observed in the TiCl4 mediated reaction of 2 with (+/-)-3; again 4 was produced in 99% yield as a single isomer.

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页码：2981 / 2982

页数：2

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