Stereoselective Electrophilic Cyclization

Chem Rec. 2015 Aug;15(4):728-42. doi: 10.1002/tcr.201500005. Epub 2015 Jul 6.

Abstract

Electrophilic cyclizations of unactivated alkenes play highly important roles in the synthesis of useful building blocks. This account describes our contributions to the rational design of monofunctionalized chiral Lewis base catalysts for enantioselective iodo- and protocyclizations. For the stereoselective promotion of electrophilic bromocyclizations, nucleophilic phosphite-urea cooperative catalysts have been designed.

Keywords: Lewis bases; asymmetric synthesis; electrophilic cyclization; lactonization; organocatalysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Catalysis
  • Cyclization
  • Halogenation
  • Lactones / chemistry*
  • Lewis Bases / chemistry*
  • Phosphites / chemistry
  • Stereoisomerism
  • Urea / chemistry

Substances

  • Alkenes
  • Lactones
  • Lewis Bases
  • Phosphites
  • Urea