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Formation of a rearranged β,γ-enone from reaction of an acyclic β,γ-unsaturated carboxylic acid with methyl lithium

✍ Scribed by J.Christopher Dalton; Bruce G. Stokes

Publisher: Elsevier Science
Year: 1975
Tongue: French
Weight: 209 KB
Volume: 16
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)91449-7

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✦ Synopsis

We have recently reported that reaction of B,y-unsaturated carboxylic acid 15 with methyl lithium yields, afterwork-up, unrearranged B,y-unsaturated ketone 25 in hexane and rearranged B,y-unsaturated ketone 3a in ether (eqn. l).' For-_., mation of rearranged enone 3a in ether was rationalized by the mechanism given -..

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