Enantioselective Synthesis of (–)??Methoxyestrone

R Betík, M Kotora

Index: Betik, Robert; Kotora, Martin European Journal of Organic Chemistry, 2011 , # 18 p. 3279 - 3282

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Citation Number: 4

Abstract

Abstract Enantioselective synthesis of unnatural (–)-methoxyestrone in 12 steps from the commercially available tetralone based on the formation of a chiral bicyclic intermediate having the A–B steroid ring framework was accomplished. The crucial synthetic step comprised the enantioselective conjugate addition of vinylmagnesium bromide to a chiral imine formed from a trisubstituted cyclic α, β-unsaturated aldehyde with> 98% ee, giving ...