Chemistry–A European Journal

Stereoselective Synthesis of Trisubstituted Olefins by a Directed Allylic Substitution Strategy

Y Schmidt, B Breit

Index: Schmidt, Yvonne; Breit, Bernhard Chemistry - A European Journal, 2011 , vol. 17, # 42 p. 11780 - 11788

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Citation Number: 10

Abstract

Abstract New methodology for the stereoselective synthesis of trisubstituted olefins is presented. The use of ortho-diphenylphosphanyl benzoate (o-DPPB) as a directing leaving group for copper-mediated allylic substitution with Grignard reagents allowed for the stereoselective construction of a wide range of E olefins, without the need for an adjacent electron-withdrawing group. Our modular three-step approach toward trisubstituted ...