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
Bulletin of the Chemical Society of Japan December 1, 2009 DOI: 10.1246/bcsj.82.1528 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Peer reviewed |
|---|---|
| Topics | Esketamine Ketamine |
| Citations | 15 |
Abstract
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, via allyl cyanate-to-isocyanate rearrangement. The second asymmetric synthesis of (S)-ketamine has been achieved (87% ee).