Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Practical and Asymmetric Reductive Coupling of Isoquinolines Templated by Chiral Diborons

Practical and Asymmetric Reductive Coupling of Isoquinolines Templated by Chiral Diborons
Wenjun Tang, Qinghai Zhou, Lung Wa Chung, Dongping Chen, Guangqing Xu
We herein describe a chiral diboron-templated highly diastereoselective and enantioselective reductive coupling of isoquinolines that provided expedited access to a series of chiral substituted bisisoquinolines in good yields and excellent ee’s under mild conditions. The method enjoys a broad substrate scope and good functional group compatibility. Mechanistic investigation suggests the reaction proceeds through a concerted [3,3]-sigmatropic rearrangement.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b04256

DOI: 10.1021/jacs.7b04256

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