STEREOCONTROLLED DERIVATIZATION OF 3-METHOXYESTRA-1,3,5(10),N-TETRAENES VIA LEWIS ACID PROMOTED PRINS REACTIONS, (N=7,8(9))

被引：12

作者：

KUNZER, H

SAUER, G

WIECHERT, R

机构：

[1] Research Laboratories, Schering AG Berlin, D-1000 Berlin 65

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(00)74873-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Steroidal olefins 1 and 3 undergo dimethylaluminum chloride-mediated Prins reactions with paraformaldehyde to furnish homoallylic alcohols 4 and 16 as major products. These ene reaction-type intermediates are converted into 6 and 17 by hydroxyl group-assisted catalytic hydrogenation, while Birch reduction of 4 proceeds to the 8-beta-epimer 11. The saturated alcohols thus obtained serve as convenient precursors to methyl derivatives 10, 14, and 20.

引用

页码：743 / 746

页数：4

共 43 条

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