Synlett

Intramolecular Conjugate Addition of α, β-Unsaturated Lactones Having an Alkanenitrile Side Chain: Stereocontrolled Construction of Carbocycles with Quaternary …

F Yoshimura, M Torizuka, G Mori, K Tanino

文献索引：Yoshimura, Fumihiko; Torizuka, Makoto; Mori, Genki; Tanino, Keiji Synlett, 2012 , # 2 p. 251 - 254

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被引用次数: 4

摘要

Abstract An efficient method for constructing carbocycles with all-carbon quaternary stereocenters has been developed on the basis of a stereoselective cyclization reaction of α, β-unsaturated lactones having an alkanenitrile side chain. Treatment of the substrate with lithium hexamethyldisilazide (LiHMDS) in the presence of triisopropylsilyl chloride (TIPSCl) led to the generation of the corresponding α-cyano carbanion species which readily ...