Novel silyl triflate-mediated “[2,3]wittig” sigmatropic rearrangement. The possible intervention of an oxygen ylide
作者:Koichi Mikami、Osamu Takahashi、Tatsuya Tabei、Takeshi Nakai
DOI:10.1016/s0040-4039(00)84992-8
日期:——
A novel silyl triflate-mediated [2,3]sigmatropic rearrangement of (allyloxy)acetates and their ketene silyl acetals is described, which is proposed to proceed via rarely precedented oxygen ylides. The formal [2,3]Wittlg shift is characterized by the unique stereoselectivity, , the rarely precedented -selectivity and the high erythro-selectivity.
描述了一种新颖的三氟甲硅烷基介导的(烯丙氧基)乙酸酯及其烯酮甲硅烷基乙缩醛的[2,3]σ重排,其提议是通过很少先验的氧自由基进行的。形式上的[2,3] Wittlg位移的特征是独特的立体选择性,即极少先例的选择性和高赤型选择性。