One-Pot Synthesis of (S)-Baclofen via Aldol Condensation of Acetaldehyde with Diphenylprolinol Silyl Ether Mediated Asymmetric Michael Reaction as a Key Step

Yujiro Hayashi, Daisuke Sakamoto, Daichi Okamura

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

An efficient asymmetric total synthesis of (S)-baclofen was accomplished via a one-pot operation from commercially available materials using sequential reactions, such as aldol condensation of acetaldehyde, diphenylprolinol silyl ether mediated asymmetric Michael reaction of nitromethane, Kraus-Pinnick oxidation, and Raney Ni reduction. Highly enantioenriched baclofen was obtained in one pot with a good yield over four reactions.

Original languageEnglish
Pages (from-to)4-7
Number of pages4
JournalOrganic letters
Volume18
Issue number1
DOIs
Publication statusPublished - 2016 Jan 4

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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