First Enantioselective Total Synthesis of (+)-Cortisone

DOI: 10.1021/jo00308a022

Source and publish data:

Journal of Organic Chemistry p. 5625 - 5631 (1990)

Update date:2022-08-03

Topics:

Authors:

Nemoto, Hideo

Matsuhashi, Norikazu

Imaizumi, Mari

Nagai, Mitsuo

Fukumoto, Keiichiro

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Article abstract of DOI:10.1021/jo00308a022

The intramolecular <4 + 2> cycloaddition of an olefinic o-quinodimethane, having an optically active oxathiane system as a stereodirecting group, leads enantioselectively to A-nor B-aromatic steroids.This reaction is the key in an enantioselective total synthesis of (+)-cortisone (1).

Full text of DOI:10.1021/jo00308a022

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