N-Heterocyclic carbene catalyzed asymmetric [3 + 3] cycloaddtion of β, β-disubstituted, α, β-unsaturated carboxylic esters with 3-aminobenzofurans. Issue 7 (10th February 2021)

• Record Type: Journal Article
• Authors: He, Chonglong; Zhou, Yipeng; Li, Zhanhuan; Xu, Jianfeng; Chen, Xingkuan
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 7(2021)
• Page Start: 1569
• Page End: 1574
• Publication Date: 2021-02-10
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo01489c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An NHC-catalyzed β-carbon functionalization reaction to afford enantioenriched benzofuran fused δ-lactams bearing an all-carbon quaternary stereocenter is documented. Abstract : An N-heterocyclic carbene (NHC) catalyzed formal [3 + 3] cycloaddition reaction of β, β-disubstituted, α, β-unsaturated carboxylic esters with 3-aminobenzofurans is doucumented, furnishing benzofuran fused δ-lactams bearing an all-carbon quaternary stereocenter with moderate to excellent yields and excellent enantioselectivies. Further gram-scale preparation and synthetic transformation of the cycloadducts demonstrate good practicality and applicability of this β-carbon functionalization reaction.