Preparation of tri-and tetrasubstituted allenes via regioselective lateral metalation of benzylic (trimethylsilyl) alkynes using TMPZnCl· LiCl

…, F Achrainer, H Zipse, K Karaghiosoff, P Knochel

Index: Haas, Diana; Mosrin, Marc; Knochel, Paul Organic Letters, 2013 , vol. 15, # 24 p. 6162 - 6165

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Citation Number: 6

Abstract

The zincation of various 1-(trimethylsilyl)-3-aryl-1-propynes with TMPZnCl· LiCl followed by a Pd-catalyzed coupling with aryl halides provides arylated allenes in 52–92% yield. Subsequent metalation with TMPZnCl· LiCl and cross-coupling with a second different aryl