Stability, Reactivity, Solution, and Solid-State Structure of Halomethylzinc Alkoxides
作者:André B. Charette、Carmela Molinaro、Christian Brochu
DOI:10.1021/ja010837+
日期:2001.12.1
regarding the development of a Lewis acid-catalyzed cyclopropanation of allylic alcohols with bis(iodomethyl)zinc. Iodomethylzinc alkoxides can be formed by treatment of an alcohol with bis(iodomethyl)zinc. These species are not prone to undergo cyclopropanation at low temperature but the addition of a Lewisacid in catalytic amounts induces the cyclopropanationreaction. Using this procedure, we demonstrated
Synthesis of amido-spiro[2.2]pentanes via Simmons–Smith cyclopropanation of allenamides
作者:Ting Lu、Ryuji Hayashi、Richard P. Hsung、Kyle A. DeKorver、Andrew G. Lohse、Zhenlei Song、Yu Tang
DOI:10.1039/b908205k
日期:——
Simmons–Smith cyclopropanations of allenamides en route to amido-spiro[2.2]pentanes is described here. While the diastereoselectivity was low when using unsubstituted allenamides, the reaction is overall efficient and general, representing the most direct synthesis of both chemically and biologically interesting amido-spiro[2.2]pentane systems. With α-substituted allenamides, while the diastereoselectivity