Transition metal catalyzed radical cyclization: new preparative route to. gamma.-lactams from allylic alcohols via the [3.3]-sigmatropic rearrangement of allylic …

H Nagashima, H Wakamatsu, N Ozaki…

文献索引：Nagashima, Hideo; Wakamatsu, Hidetoshi; Ozaki, Nobuyasu; Ishii, Tsutomu; Watanabe, Masakazu; et al. Journal of Organic Chemistry, 1992 , vol. 57, # 6 p. 1682 - 1689

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被引用次数: 101

摘要

A sequence of reactions including [3.31-sigmatropic rearrangement of allyl trichloroacetimidates (Overman rearrangement) followed by ruthenium-catalyzed cyclization of N-allyltrichloroacetamides provided a novel method for preparing trichlorinated 7-lactams from allylic alcohols. No &lactam waa formed aa a byproduct. The cyclization of secondary N- allyltrichloroacetamides proceeded with good diaatereoselectivity. Two types of tandem ...