Xiaocong Xie, J. Fox
Jun 6, 2013
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0
Influential Citations
8
Citations
Journal
Synthesis
Abstract
Abstract Described are diastereoselective syntheses of highly substituted methylenecyclopropanes from 1,2-disubstituted 3-(hydroxymethyl)cyclopropenes with allylic ether leaving groups, compounds that were constructed via alkylation of cyclopropenecarboxylic acid dianions. Substitution reactions of 1,2-disubstituted 3-(hydroxymethyl)cyclopropenes with Grignard reagents proceed with good yield and high diastereoselectivity. Under copper(I)-catalyzed conditions, the substitution reactions proceed to give syn-addition products, whereas Fe(acac)3 catalysis gives the products of anti-addition.