An N-heterocyclic carbene-catalyzed enantioselective [3 + 2] annulation of enals with propargylic imines: access to γ, γ-disubstituted pyrrolidin-2-ones bearing quaternary stereogenic centers. Issue 14 (10th June 2022)

• Record Type: Journal Article
• Authors: Zhang, Jianming; Liang, Zheng; Zhang, Simiao; Chen, Lei; Wang, Xiaoxue; Wang, Yuchan; Feng, Jie; Lu, Tao; Du, Ding; Gao, Jian
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 14(2022)
• Page Start: 3763
• Page End: 3768
• Publication Date: 2022-06-10
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo00350c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An N -heterocyclic carbene-catalyzed enantioselective [3 + 2] annulation of enals with propargylic imines for the construction of γ, γ-disubstituted pyrrolidin-2-ones was developed. Abstract : An N -heterocyclic carbene-catalyzed asymmetric [3 + 2] annulation of enals with propargylic ketimines for the facile and enantioselective construction of γ, γ-disubstituted pyrrolidin-2-ones has been developed. This potocol was featured with mild reaction conditions, wild functional group tolerance, easy scalability, and high level of enantioselectivity, which also enriched the chemistry of NHC-bound homoenolates involved synthesis of γ-lactams bearing γ-quaternary stereogenic centers from acyclic kitimimes.