RESIN CATALYZED ENE REACTION ON 3-BETA-TOLUENE-PARA-SULFONOXY-(Z)-PREGNA-5,17(20)-DIENE - SYNTHESIS OF (20S)-6-BETA-METHOXY-3-ALPHA,5-CYCLO-5-ALPHA-PREGNANE-20-CARBOXYALDEHYDE

被引：12

作者：

HAZRA, BG

JOSHI, PL

PORE, VS

机构：

[1] National Chemical Laboratory, Pune

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)97031-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conversion of 17-keto steroid 2 in to 17(Z) ethylidene steroid 3 was achieved in high yields using a modified procedure. Ene reaction on 4 with paraformaldehyde in presence of acetic anhydride using various cation exchange resins as catalyst afforded stereospecifically the C-22 acetate 5 in excellent yields. For the first time cation exchange resins have been used as catalysts in ene reaction. Compound 5 was converted to C-22 aldehyde 1 using simple reaction sequence. © 1990.

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页码：6227 / 6230

页数：4

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