Synthesis of (S)-ketamine via [1,3]-chirality transfer of a stereocenter created by enantioselective aldol reaction

Takeshi Yokoyama, Reiko Yokoyama, Satoshi Nomura, Satoshi Matsumoto, Ryoji Fujiyama, Syun Ichi Kiyooka

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

The stereocenter in the intermediate alcohol (86% ee), created by enantioselective oxazaborolidinone-promoted aldol reaction, was transferred to the stereocenter in the cyclohexanone ring, necessary for (S)-ketamine, viaallyl cyanate-to-isocyanate rearrangement. The second asymmetric synthesisof (S)-ketamine has been achieved (87% ee).

Original languageEnglish
Pages (from-to)1528-1532
Number of pages5
JournalBulletin of the Chemical Society of Japan
Volume82
Issue number12
DOIs
Publication statusPublished - Dec 1 2009

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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