Chemistry–A European Journal

o??DPPB??Directed Copper??Mediated and??Catalyzed Allylic Substitution with Grignard Reagents

P Demel, M Keller, B Breit

Index: Demel, Peter; Keller, Manfred; Breit, Bernhard Chemistry - A European Journal, 2006 , vol. 12, # 25 p. 6669 - 6683

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Citation Number: 46

Abstract

Abstract The ortho-diphenylphosphanylbenzoyl (o-DPPB) group was explored as a directing leaving group in copper-mediated and copper-catalyzed allylic substitution with Grignard reagents. Complete control of chemo-, regio-and stereoselectivity with complete syn-1, 3- chirality transfer was observed as a result of the directed nature of the reaction. No excess of organometallic reagent is required and the directing group can be recovered ...