A dienamine-mediated deconjugative addition/cyclization cascade of γ,γ-disubstituted enals with carboxylic acid-activated enones: a rapid access to highly functionalized γ-lactones

Literature Information

Publication Date 2019-12-30
DOI 10.1039/C9QO01367A
Impact Factor 5.281
Authors

Jia Zhou, Ai-Jun Ma, Dongli Li, Yan-Yan Ma, Deng-Gao Zhao, Si-Hua Hou


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Abstract

An aminocatalytic deconjugative addition/cyclization cascade of γ,γ-disubstituted enals with carboxylic acid-activated enones was realized. The in situ generated dienamine species was regioselectively trapped at the α position by carboxylic acid-activated enones, leading to highly functionalized γ-lactones with excellent enantioselectivities. Further synthetic elaboration of the products allows diverse synthesis of a set of complex chiral targets.

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