Direct Preparation of 7??Allyl??and 7??Arylindolines

D Leonori, I Coldham

Index: Leonori, Daniele; Coldham, Iain Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2619 - 2623

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Citation Number: 11

Abstract

Abstract Addition of allyl halides to the organolithium species derived from lithiation of N-tert- butoxycarbonylindoline with sec-butyllithium (sec-BuLi) and tetramethylethylenediamine (TMEDA) occurs regioselectively by SN 2 allylation. In contrast, the organolithium species can be transmetalated to the mixed zinc cuprate that undergoes regioselective SN 2′ allylations. Transmetalation to the organozinc chloride allows a Negishi-type cross- ...