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Versatile Cobalt-Catalyzed Enantioselective Entry to Boryl-Functionalized All-Carbon Quaternary Stereogenic Centers

Author:
Wang, Chao, Ge, Shaozhong
Source:
Journal of the American Chemical Society 2018 v.140 no.34 pp. 10687-10690
ISSN:
1520-5126
Subject:
amides, amino acids, enantioselectivity
Abstract:
We report an asymmetric synthesis of chiral boryl-functionalized γ-lactams containing all-carbon quaternary stereocenters via a Co-catalyzed enantioselective hydroboration/cyclization of amide-tethered 1,6-enynes. These enantio-enriched γ-lactam products can be readily converted to a variety of cyclic and acyclic other chiral γ-lactams, pyrrolidin-2,3-diones, β-amino acid N-carboxyanhydrides, and β-amino carboxylic amides.
Agid:
6105709