4.8 Article

Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 23, Pages 10337-10342

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c04558

Keywords

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Funding

  1. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  2. CAS [QYZDY-SSW-SLH029]
  3. NSFC [21725205, 21432007, 21572246, 21702223]
  4. K.C. Wong Education Foundation
  5. [STCSM-18520712200]

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We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

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