Enantioselective Tandem O-Nitroso Aldol/Michael Reaction

Yuhei Yamamoto, Norie Momiyama, Hisashi Yamamoto

Research output: Contribution to journalArticlepeer-review

311 Citations (Scopus)

Abstract

This communication presents studies that illustrated nitroso Diels-Alder adduct has been obtained in uniformly high enantioselectivity via a tandem nitroso aldol/Michael reaction using an amine catalyst. The regiochemical outcome of this construction is documented to be the opposite to that of the normal nitroso aldol reaction, which has been determined by X-ray analysis. The reaction of the enone with silver-BINAP catalyst has also been investigated in conjunction with the control of regiochemistry in a stepwise process.

Original languageEnglish
Pages (from-to)5962-5963
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number19
DOIs
Publication statusPublished - 2004 May 19
Externally publishedYes

ASJC Scopus subject areas

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

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