Highly Selective Preparation of Allenic and Homopropargylic Hydrazides through Regiospecific Addition of Propargyltrichlorosilane and Allenyltrichlorosilane to …

U Schneider, M Sugiura…

Index: Schneider, Uwe; Sugiura, Masaharu; Kobayashi, Shu Advanced Synthesis and Catalysis, 2006 , vol. 348, # 3 p. 323 - 329

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Citation Number: 14

Abstract

Abstract The highly selective preparation of various types of allenic and homopropargylic hydrazides through regiospecific allenylation and propargylation of the corresponding N- acylhydrazones is reported. These carbon-carbon bond-forming reactions employing in situ prepared propargyl-and allenyltrichlorosilanes proceed smoothly in N, N-dimethylformamide (DMF) without any metal catalysis (neutral Lewis base activation of nucleophiles). The use ...