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Regioselectivity in electrochemical additions of the allyl groups in substituted allyl halides to α,β-unsaturated esters or acetone

✍ Scribed by Shohei Satoh; Hiroshi Suginome; Masao Tokuda

Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 248 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)90471-x

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✦ Synopsis

Electrochemical additions of the ally1 groups in substituted ally1 halides to some CC,@ unsaturated esters took place in a regioselective manner at either of their a-or y-carbon terminus, whereas regioselectivity in the addition to acetone was found to be controlled by changing a cathode material or an electrolytic potential.

The introduction of the allylic units to organic substrates is of importance in organic synthesis.

A number of methods which use ally1 halides as electrophiles' or allylic organometallic compounds as nucleophiles 2 are available.

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