The case favoring direct C-alkylation of heteroatom-substituted enolates

M Solomon, W Hoekstra, G Zima…

Index: Solomon, Mark; Hoekstra, William; Zima, George; Liotta, Dennis Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5058 - 5062

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Citation Number: 7

Abstract

1p e tropic rearrangement of the allyl group (ie, allylic rearrangement products) should be formed in preference to those derived from competitive [1, 3]-shift of the phenyl group;(b) in systems that contain two similar groups capable of migration at the proposed ylide stage (eg, prenyl and allyl groups), products indicative of migration of both groups were observed;(c) since unsubstituted enolates, such as the one derived from 6c, show no trace of “abnormal ...

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