Organocatalytic and electrophilic approach to oxindoles with C3-quaternary stereocenters.
摘要：
A Lewis base-catalyzed asymmetric allylic alkylation of Morita-Baylis-Hillman carbonates derived from isatins has been investigated, which provides an electrophilic pathway to access oxindoles bearing C3-quaternary stereocenters. Excellent diastereoselectivity and high enantioselectivity have been obtained in the vinylogous functionalization of α,α-dicyanoolefin nucleophiles, giving multifunctional products with vicinal quaternary and tertiary chiral carbon centers.
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关键词：
indole derivatives, isoindole derivatives C‐C bond formation diastereoselective syntheses, enantioselective syntheses (incl. cis/trans‐isomerism spirocyclic compounds
DOI：
10.1021/ol101668z
被引量：
年份：
2010
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