Au(I)/(R)‑BINOL–Ti(IV) Concerted Catalyzed Asymmetric Cascade Cycloaddition Reaction of Arylalkynols

An efficient catalytic asymmetric cascade cycloaddition reaction of arylalkynols with dioxopyrrolidines was developed. This reaction was achieved using Au­(I) and (R)-BINOL–Ti­(IV) bimetallic catalysts and exclusively delivered a series of chiral oxo-bridged bicyclic benzooxacine compounds in up to...

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Bibliographic Details
Published in:Organic letters Vol. 23; no. 9; pp. 3573 - 3577
Main Authors: Wang, Hongkai, Zeng, Tianlong, Chang, Weixing, Liu, Lingyan, Li, Jing
Format: Journal Article
Language:English
Published: United States American Chemical Society 07-05-2021
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Summary:An efficient catalytic asymmetric cascade cycloaddition reaction of arylalkynols with dioxopyrrolidines was developed. This reaction was achieved using Au­(I) and (R)-BINOL–Ti­(IV) bimetallic catalysts and exclusively delivered a series of chiral oxo-bridged bicyclic benzooxacine compounds in up to 86% yield with 96% ee as well as >33:1 dr. Meanwhile, three new σ bonds and three new stereogenic centers were formed in a one-pot process.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00976