SYNTHESIS OF 24-METHYL-26-HYDROXYSTEROID SIDE-CHAINS - MODELS FOR STEREOCHEMICAL ASSIGNMENTS IN POLYHYDROXYLATED MARINE STEROIDS

被引：28

作者：

DAURIA, MV ^{[1
]}

DERICCARDIS, F ^{[1
]}

MINALE, L ^{[1
]}

RICCIO, R ^{[1
]}

机构：

[1] UNIV NAPOLI FEDERICO 2,DIPARTIMENTO CHIM SOSTANZE NAT,VIA DOMENICO MONTESANO 49,I-80131 NAPLES,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 11期

关键词：

D O I：

10.1039/p19900002889

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereoisomers of Δ22F and saturated 24-methyl-26-hydroxy steroids have been synthesized via a Claisen rearrangement as model compounds of established absolute configuration for stereochemical assignments at C-24 and C-25 of marine 24-methyl-26-hydroxy steroids. Analysis of NMR spectral data of synthetic compounds and of their MTPA esters proved the suitability of NMR spectroscopy for the assignment of configurations at C-24 and C-25 of unknown 24-methyl-26-hydroxy steroids. The absolute configurations at C-24 and C-25 of two naturally occurring marine steroids from a starfish and an ophiuroid have been established.

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页码：2889 / 2893

页数：5

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