甾体4,5-环氧-3-酮的格氏反应的立体化学

The stereochemistry of the Grignard reaction of steroidal 4,5-epoxy-3-ketones.

作者信息

Uyanik Cavit, Malay Aslihan, Ayna Azra S, Hanson James R, Hitchcock Peter B

机构信息

Department of Chemistry, Kocaeli University, Izmit 41300, Kocaeli, Turkey.

出版信息

Steroids. 2005 Feb;70(2):71-5. doi: 10.1016/j.steroids.2004.09.002. Epub 2004 Dec 22.

DOI:10.1016/j.steroids.2004.09.002

PMID:15631862

Abstract

The stereochemistry of the addition of methylmagnesium bromide to a steroidal 4,5-epoxy-3-ketone has been shown to be determined by the stereochemistry of the epoxide. The epoxidation to the corresponding 3-alkyl-3-hydroxy-4-enes by per-acid was determined by the stereochemistry of the allylic alcohol.

摘要

已表明，溴化甲基镁加成到甾体4,5-环氧-3-酮上的立体化学由环氧化物的立体化学决定。过酸将其环氧化为相应的3-烷基-3-羟基-4-烯则由烯丙醇的立体化学决定。