4.8 Article

Asymmetric Bromolactonization Using Amino-thiocarbamate Catalyst

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 44, Pages 15474-15476

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja1048972

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Funding

  1. National University of Singapore [143-000-428-112]

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A novel amino-thiocarbamate-catalyzed bromolactonization of unsaturated carboxylic acids has been developed. The scope of the reaction is evidenced by 22 examples of gamma-lactones with up to 99% yield and 93% ee. The protocol was applied in the enantioselective synthesis of the key intermediates of VLA-4 antagonists.

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