Exploiting the Facile Release of Trifluoroacetate for the α-Methylenation of the Sterically Hindered Carbonyl Groups on (+)-Sclareolide and (−)-Eburnamonine

…, MM Zheng, J Kirshner, DA Colby

文献索引：Riofski, Mark V.; John, Jinu P.; Zheng, Mary M.; Kirshner, Julia; Colby, David A. Journal of Organic Chemistry, 2011 , vol. 76, # 10 p. 3676 - 3683

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被引用次数: 30

摘要

An efficient method for the α-methylenation of carbonyl groups is reported, and this transformation is accomplished by a facile elimination of trifluoroacetate during the formation of the olefin. This method represents an improvement beyond existing protocol in cases of steric hindrance, and we have demonstrated the utility of the process across a series of ketones, lactams, and lactones. Additionally, we have applied this method to produce ...