Axially chiral biaryl diols catalyze highly enantioselective hetero-diels-alder reactions through hydrogen bonding

Aditya K. Unni, Norito Takenaka, Hisashi Yamamoto, Viresh H. Rawal

Research output: Contribution to journalArticlepeer-review

234 Scopus citations

Abstract

Axially chiral 1,1′-biaryl-2,2′-dimethanol (3, BAMOL) family of diols are highly effective catalysts for enantioselective hetero-Diels-Alder reactions between aminosiloxydiene 1 and a wide variety of unactivated aldehydes. The reactions proceed in useful yields and excellent enantioselectivities. The diols function in the same capacity as Lewis acids, by activating the aldehyde carbonyl group through hydrogen bonding.

Original languageEnglish (US)
Pages (from-to)1336-1337
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number5
DOIs
StatePublished - Feb 9 2005

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Fingerprint Dive into the research topics of 'Axially chiral biaryl diols catalyze highly enantioselective hetero-diels-alder reactions through hydrogen bonding'. Together they form a unique fingerprint.

Cite this