O. Kulinkovich, Yurii Yu. Kozyrkov, A. Bekish
Jul 1, 2005
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0
Influential Citations
27
Citations
Journal
Synthesis
Abstract
The preparation of functionalized 2-substituted allyl bromides and chlorides from carboxylic esters is reported. The carboxylic esters were transformed first to 1-substituted cyclopropanols by treating with ethylmagnesiumbromide in the presence of titanium alkoxide. Mesylation of the cyclopropanols followed by halide displacement of the sulfonate group to halogen, accompanied by cyclopropyl-allyl rearrangement, affords the required allyl bromides and chlorides.