Mechanism of hydride-induced cyclopropane formation from allylic alcohols. Stereochemistry of ring closure
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 21,p. 1290-1291
- https://doi.org/10.1039/c29690001290
Abstract
High sensitivity towards m-substituents (ρ=+ 3·8) in cinnamyl alcohols and the stereochemistry of ring closure in 2-methyl-3-phenylprop-2-en-1-ol(IV), 2,3-dimethyl-3-phenylprop-2-en-1-ol, and in 4-phenylbut-3-en-2-ol(V), support the intervention of carbanions in the phenylcyclopropane yielding 1,3-elimination of the organoaluminium intermediate (I).Keywords
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