Asymmetric Roadmap to Diverse Polycyclic Benzopyrans via Phosphine-Catalyzed Enantioselective [4+2]-Annulation Reaction

作者:Danda Adithi; Kesava Reddy Naredla; Golz Christopher; Strohmann Carsten; Kumar Kamal*
来源:Organic Letters, 2016, 18(11): 2632-2635.
DOI:10.1021/acs.orglett.6b01030

摘要

The catalytic addition of the amino acid derived bifunctional N-acylaminophosphine to an alpha-substituted allene ester generated a zwitterionic dipole that engaged the vinylogous ester function of 3-cyano-chromones in a [4 + 2] annulation reaction to deliver tetrahydroxanthones embodying three consecutive chiral centers in high yields and with excellent enantioselectivities. The established asymmetric synthesis Anther paves the way to two different classes of complex, sp(3)-rich tetracyclic benzopyrans via efficient cascade reactions.

  • 出版日期2016-6-3