Bismuth mediated barbier synthesis of α-homoallylic alcohols via a sigmatropic rearrangement in [bmim][HSO4]. Issue 5 (4th March 2021)

• Record Type: Journal Article
• Authors: Chatterjee, Sucheta; Dey, Papiya; Kanojia, Seema V.; Chattopadhyay, Subrata; Goswami, Dibakar
• Is Part Of: Synthetic communications. Volume 51:Issue 5(2021)
• Page Start: 765
• Page End: 775
• Publication Date: 2021-03-04
• Subjects: Bismuth -- [bmim][HSO4] -- crotylation -- ionic liquid -- regioselectivity; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2020.1854785
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: A novel protocol for the Bismuth metal mediated regioselctive crotylation of aldehydes yielding α -homoallylic alcohols has been developed using 20 mol% [bmim][HSO4 ] as a metal activator, as well as a mediator for regioconversion from the initially formed γ -regiomer. The present protocol minimizes the use of conventional solvents and proceeds with good yields and excellent regioselectivities. Graphical Abstract: