TY - JOUR
T1 - Synthesis of (S)-ketamine via [1,3]-chirality transfer of a stereocenter created by enantioselective aldol reaction
AU - Yokoyama, Takeshi
AU - Yokoyama, Reiko
AU - Nomura, Satoshi
AU - Matsumoto, Satoshi
AU - Fujiyama, Ryoji
AU - Kiyooka, Syun Ichi
PY - 2009
Y1 - 2009
N2 - 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).
AB - 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).
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U2 - 10.1246/bcsj.82.1528
DO - 10.1246/bcsj.82.1528
M3 - Article
AN - SCOPUS:73249119091
SN - 0009-2673
VL - 82
SP - 1528
EP - 1532
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
IS - 12
ER -