Enantioselective α??Arylation of Cyclohexanones with Diaryl Iodonium Salts: Application to the Synthesis of (−)??Epibatidine

VK Aggarwal, B Olofsson

Index: Aggarwal, Varinder K.; Olofsson, Berit Angewandte Chemie - International Edition, 2005 , vol. 44, # 34 p. 5516 - 5519

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Citation Number: 99

Abstract

The enantioselective introduction of electrophiles α to carbonyl groups is a central topic in asymmetric synthesis. Although asymmetric α-alkylations have been well developed, high enantioselectivity in α-arylation of ketones has only been achieved in a very limited number of cases. These involve arylation of trisubstituted enolates using binap–Pd complexes which gives non-epimerizable, tetrasubstituted ketones.[1, 2] However, this strategy cannot be ...