Organocatalytic Asymmetric Formal [3+2] Cycloaddition as a Versatile Platform to Access Methanobenzo[7]annulenes

Dhevalapally B Ramachary; Mohammed Anif Pasha; Guguloth Thirupathi

doi:10.1002/anie.201706557

Organocatalytic Asymmetric Formal [3+2] Cycloaddition as a Versatile Platform to Access Methanobenzo[7]annulenes

Angew Chem Int Ed Engl. 2017 Oct 9;56(42):12930-12934. doi: 10.1002/anie.201706557. Epub 2017 Sep 5.

Authors

Dhevalapally B Ramachary¹, Mohammed Anif Pasha¹, Guguloth Thirupathi¹

Affiliation

¹ Catalysis Laboratory, School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India.

PMID: 28783234
DOI: 10.1002/anie.201706557

Abstract

Pharmaceutically and structurally important methanobenzo[7]annulenes were synthesized in very good yields with excellent enantio- and diastereoselectivities through an unprecedented organocatalytic formal [3+2] cycloaddition from readily available 2-alkyl-3-hydroxynaphthalene-1,4-diones and alkyl vinyl ketones.

Keywords: cycloaddition; heterocycles; hydrogen bonds; ketones; organocatalysis.

Publication types

Research Support, Non-U.S. Gov't