Stereodefined substituted cyclopropyl zinc reagents from gem-bismetallics

D Beruben, I Marek, JF Normant…

文献索引：Beruben, Dov; Marek, Ilane; Normant, Jean F.; Platzer, Nicole Journal of Organic Chemistry, 1995 , vol. 60, # 8 p. 2488 - 2501

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被引用次数: 90

摘要

1, l-or n, nBismetallic reagents bearing a methoxymethyl ether in the y position undergo cyclization at room temperature to give monometalated, diastereoselectively substituted cyclopropanes. The nature of the substituents is crucial for this diastereoselection, a n- chelation between one metal and a properly located unsaturation, as well as 1, 2-strain, are proposed to explain the steric outcome of these reactions.