2,2'-Biphenol/B(OH)3 Catalyst System for Nazarov Cyclization

Chem Pharm Bull (Tokyo). 2019;67(9):1019-1022. doi: 10.1248/cpb.c19-00399.

Abstract

A novel catalyst system-a combination of the readily available 2,2'-biphenol with the inexpensive, nontoxic, and eco-friendly B(OH)3-promoted the Nazarov cyclization of activated and inactivated divinyl ketones to afford the corresponding cyclopentenones up to 96% yield under, in a cis-selective manner. Compared with the conventional harsh conditions with hazardous reagents, user-friendly method was established with bench-stable and easy-to-handle reagents.

Keywords: 2,2′-biphenol; Nazarov cyclization; boric acid; cyclopentenone.

MeSH terms

  • Boronic Acids / chemistry
  • Catalysis
  • Cyclization
  • Cyclopentanes / chemistry
  • Phenols / chemistry*

Substances

  • Boronic Acids
  • Cyclopentanes
  • Phenols
  • 2,2'-biphenol
  • cyclopentenone