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Cyclobutanones via the (1‐Oxycyclopropyl)methanol Route
Author(s) -
Wenkert Ernest,
Golob Norman F.,
Hatch Robert P.,
Wenkert David,
Pellicciari Roberto
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600102
Subject(s) - chemistry , methanol , alkoxy group , organic chemistry , medicinal chemistry , stereochemistry , alkyl
A variety of alcohols of the 1‐oxycyclopropyl structure, prapared mostly from α‐alkoxy‐α,β‐unsaturated ketnnes and esters by way of reductinn and Simmons ‐ Smith reaction of the resultant α‐alkoxyallyl alcohols, are shown to rearrange into cyclobutanones on acid treatment ( cf. Scheme 1 ).