Asymmetric, catalytic, and direct self-aldol reaction of acetaldehyde catalyzed by diarylprolinol

Yujiro Hayashi, Sampak Samanta, Takahiko Itoh, Hayato Ishikawa

Research output: Contribution to journalArticlepeer-review

64 Citations (Scopus)

Abstract

(Chemical Equation Presented) An asymmetric, catalytic, and direct self-aldol reaction of acetaldehyde was catalyzed by diarylprolinol in NMP, affording the trimer acetal, which was generated by the reaction of the self-aldol product with another acetaldehyde molecule in a moderate yield with good enantioselectivity. Acetal is the synthetic equivalent of the self-aldol product, which can be converted into other synthetically useful compounds in one pot without compromising the enantioselectivity.

Original languageEnglish
Pages (from-to)5581-5583
Number of pages3
JournalOrganic letters
Volume10
Issue number24
DOIs
Publication statusPublished - 2008
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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