Asymmetric synthesis of cyclopentanones through dual Lewis acid-catalysed [3+2]-cycloaddition of donor–acceptor cyclopropanes with ketenes. Issue 90 (25th October 2019)

• Record Type: Journal Article
• Authors: Mondal, Mukulesh; Panda, Manashi; Davis, Nicholas W.; McKee, Vickie; Kerrigan, Nessan J.
• Is Part Of: Chemical communications. Volume 55:Issue 90(2019)
• Page Start: 13558
• Page End: 13561
• Publication Date: 2019-10-25
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc07477e
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A dual Lewis acid system promotes the formal [3+2]-cycloaddition of enantioenriched donor–acceptor cyclopropanes with ketenes to afford cyclopentanones. Abstract : When InBr3 -EtAlCl2 (15–30 mol%) was used as a dual Lewis acid system to promote the formal [3+2]-cycloaddition of enantioenriched donor–acceptor cyclopropanes with ketenes, cyclopentanones were formed in good to excellent yields (84–99%, 18 examples), and with excellent transfer of chirality (15 examples, 90% ee to >99% ee).