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. Issue 3 (14th January 2020)

• Record Type: Journal Article
• Authors: Jiang, Wei; Zhou, Jia; Ma, Ai-Jun; Li, Dongli; Ma, Yan-Yan; Zhao, Deng-Gao; Hou, Si-Hua; Lin, Jun-Bing; Zhang, Shu-Yu
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 3(2020)
• Page Start: 571
• Page End: 577
• Publication Date: 2020-01-14
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo01367a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An aminocatalytic deconjugative addition/cyclization cascade of γ, γ-disubstituted enals with carboxylic acid-activated enones was realized, giving rise to highly functionalized γ-lactones with excellent enantioselectivities. 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.