Tetrahedron letters

A highly effective quenching method of 1, 3-dipolar cycloadditions of nitrile oxides or nitrile oxide/Lewis acid complexes by use of 2-propenyloxymagnesium bromide

S Kanemasa, M Nishiuchi

文献索引：Kanemasa, Shuji; Nishiuchi, Masaki Tetrahedron Letters, 1993 , vol. 34, # 25 p. 4011 - 4014

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被引用次数: 17

摘要

Abstract 2-Propenyloxymagnesium bromide, readily prepared by treating 2-propen-l-ol with EtMgBr, is a highly effective quencher of nitrile oxide cycloadditions since this alkoxide is much more reactive to nitrile oxides than any other ever known dipolarophiles of the electron- deficient, electron-rich, and strained types, including 3-buten-2-one, ethyl vinyl ether, and norbornene, respectively. This quencher is also effectively utilized to terminate the dipolar ...