Issue 7, 2021

Highly enantioselective access to chiral chromanes and thiochromanes via Cu-catalyzed hydroamination with anthranils

Abstract

A Cu(I)/(R,R)-Ph-BPE-catalyzed enantioselective hydroamination of 2H-chromenes and 2H-thiochromenes with anthranils is developed, which enables highly efficient and atom-economical asymmetric access to a series of 4-arylamino chromanes and thiochromanes bearing a benzylic alcohol functionality in high yields (up to 96%) with excellent enantioselectivities (up to 99% ee). These valuable chiral chromane and thiochromane products may act as key intermediates to access nitrogen-, oxygen- and sulfur-containing bioactive compounds with more molecular complexity.

Graphical abstract: Highly enantioselective access to chiral chromanes and thiochromanes via Cu-catalyzed hydroamination with anthranils

Supplementary files

Article information

Article type
Research Article
Submitted
07 Jan 2021
Accepted
30 Jan 2021
First published
01 Feb 2021

Org. Chem. Front., 2021,8, 1563-1568

Highly enantioselective access to chiral chromanes and thiochromanes via Cu-catalyzed hydroamination with anthranils

X. Gu, L. Meng, M. Li and J. (. Wang, Org. Chem. Front., 2021, 8, 1563 DOI: 10.1039/D1QO00030F

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