Phosphine-catalyzed divergent domino processes between γ-substituted allenoates and carbonyl-activated alkenes. Issue 11 (23rd February 2022)

• Record Type: Journal Article
• Authors: Wu, Mingyue; Han, Zhaobin; Ni, Huanzhen; Wang, Nengzhong; Ding, Kuiling; Lu, Yixin
• Is Part Of: Chemical science. Volume 13:Issue 11(2022)
• Page Start: 3161
• Page End: 3168
• Publication Date: 2022-02-23
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1sc06364b
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : Highly enantioselective and chemodivergent domino reactions between γ-substituted allenoates and activated alkenes have been developed. Abstract : Highly enantioselective and chemodivergent domino reactions between γ-substituted allenoates and activated alkenes have been developed. In the presence of NUSIOC-Phos, triketone enone substrates smoothly reacted with γ-substituted allenoates to form bicyclic furofurans in good yields with high stereoselectivities. Alternatively, the reaction between diester-activated enone substrates and γ-substituted allenoates formed chiral conjugated 1, 3-dienes in good yields with excellent enantioselectivities. Notably, by employing substrates with subtle structural difference, under virtually identical reaction conditions, we were able to access two types of chiral products, which are of biological relevance and synthetic importance.