Generation, trapping, and adduct rearrangement of 3-phenylselenoalk-1-enylidene carbenes: a novel direct route to 1-hetero-substituted 1-vinylcyclopropanes
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 11,p. 751-753
- https://doi.org/10.1039/c39880000751
Abstract
3-Phenylselenoalk-1-enylidene carbenes, generated in situ by base-induced Horner–Wadsworth–Emmons condensation of α-phenylseleno carbonyl compounds and diethyl diazomethylphosphonate, may be efficiently trapped to give alkylidene-cyclopropane adducts which undergo either [1,3]allyl selenide rearrangement or oxidative selenoxide[2,3]sigmatropic rearrangement to produce 1-heterosubstituted 1-vinylcyclopropanes.Keywords
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