Issue 6, 2017

Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

Abstract

Chiral β-amino alcohol ligands were found effective for the copper(II)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, which led to the formation of (S)-enriched benzofuryl β-nitro alcohols with satisfactory enantioselectivities (up to 98% ee). Using this catalytic protocol, bioactive (S)-benzofuryl β-amino alcohols could be conveniently prepared in short steps.

Graphical abstract: Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

Supplementary files

Article information

Article type
Paper
Submitted
23 Nov 2016
Accepted
18 Jan 2017
First published
18 Jan 2017

Org. Biomol. Chem., 2017,15, 1530-1536

Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

W. Chen, Z. Zhou and H. Chen, Org. Biomol. Chem., 2017, 15, 1530 DOI: 10.1039/C6OB02569B

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