An NHC-catalyzed, stereoselective α-functionalization of α, β-unsaturated carboxylic acids through in situ activation. Issue 18 (17th April 2019)

• Record Type: Journal Article
• Authors: Wang, Zhanlin; Zhang, Huiqing; Qian, Huimin; Wang, Yuanfeng; Yu, Chenxia; Li, Tuanjie; Yao, Changsheng
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 18(2019)
• Page Start: 4564
• Page End: 4571
• Publication Date: 2019-04-17
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob03206h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An N-heterocyclic carbene (NHC)-catalyzed diastereo- and enantioselective α-functionalization of α, β-unsaturated carboxylic acids bearing γ-H to construct dihydrocoumarin was realized through in situ activation. Abstract : An N-heterocyclic carbene (NHC)-catalyzed α-functionalization of the in situ activated α, β-unsaturated carboxylic acids bearing γ-H was realized through formal [4 + 2] annulations with o -quinone methides, which paved a new avenue for the assembly and modification of the dihydrocoumarin scaffold in good yields with excellent diastereo- and enantioselectivities.