Industrial Synthesis of 4-Chloro, 11β-arylestradiol: How to Circumvent a Poor Diastereoselectivity

…, F Benedetti, G Franc Girard, L Nait Bouda…

Index: Prat, Denis; Benedetti, Francoise; Girard, Gilles Franc; Bouda, Lahlou Nait; Larkin, John; Wehrey, Christian; Lenay, Jacques Organic Process Research and Development, 2004 , vol. 8, # 2 p. 219 - 228

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Citation Number: 10

Abstract

An industrial synthesis of 11β-arylestrone derivatives is described, based on the conjugate opening of a mixture of allylic 5 (10)-α and-β epoxides by an aryl cuprate generated catalytically, followed by hydrolysis and subsequent aromatisation of the isomeric mixture of arylation products. An original method for selective 4-chlorination of estrone derivatives is also described.