Diastereo- and Enantioselective Construction of Spirocycles by Nickel-Catalyzed Cascade Borrowing Hydrogen Cyclization

作者:Ding, Zhengtian; Wang, Yiming; Liu, Wenfeng; Chen, Yate; Kong, Wangqing

Journal of the American Chemical Society

DOI:10.1021/jacs.0c10055

出版年: 2020-Dec-24 (Epub 2020 Dec 24)

文献类型:Journal Article

摘要

Spirocycles play an important role in drug discovery and development owing to their inherent three-dimensionality and structural novelty. Despite the recent significant progress, the straightforward catalytic asymmetric assembly of spirocyclic scaffolds with multiple stereocenters from readily available starting materials remains a formidable challenge. Herein, we develop an unprecedented nickel-catalyzed one-pot synthesis of enantioenriched spiroindanones from easily available 1,6-enynes and o-formylarylboronic acids. The reaction proceeds smoothly under redox-neutral conditions, without the need for an additional hydrogen donor, and features a broad substrate scope and excellent regio-, enantio-, and diastereoselectivity.

作者信息

地址:The Center for Precision Synthesis (CPS), Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.