Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction. Issue 6 (24th January 2017)

• Record Type: Journal Article
• Authors: Chen, Wei; Zhou, Zhao-Hui; Chen, Hong-Bin
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 6(2017)
• Page Start: 1530
• Page End: 1536
• Publication Date: 2017-01-24
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob02569b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A reliable and generally applicable method to access bioactive 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.