1384155-98-9Relevant academic research and scientific papers
Enantioselective conversion of primary alcohols to α- Exo -methylene γ-butyrolactones via iridium-catalyzed C-C bond-forming transfer hydrogenation: 2-(Alkoxycarbonyl)allylation
Montgomery, T. Patrick,Hassan, Abbas,Park, Boyoung Y.,Krische, Michael J.
supporting information; experimental part, p. 11100 - 11103 (2012/08/28)
Upon exposure of acrylic ester 1 to alcohols 2a-i in the presence of a cyclometalated iridium catalyst modified by (-)-TMBTP, catalytic C-C coupling occurs, providing enantiomerically enriched 5-substituted α-exo-methylene γ-butyrolactones 3a-i. Bromination of the methylene butyrolactone products followed by zinc-mediated reductive aldehyde addition provides the disubstituted α-exo-methylene γ-butyrolactones 6a and 6b with good to excellent levels of diastereoselectivity.
