Pauson-Khand reaction of optically active 6,7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes
Treatment of (6S,7S)-7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes with dicobalt octacarbonyl gave the corresponding cobalt complex. This complex was subsequently exposed to the Pauson-Khand conditions in the presence of a promoter such as cyclohexylamine, thioanisole, methyl isopropyl sulfide, and butyl methyl sulfide ending up with the stereoselective production of the (2S,3S,6S,7S)-7-methylbicyclo[4.3.0]nonenone derivatives instead of the expected (2S,3S,7S)-bicyclo[5.3.0]decenone species.
Mukai
C
Faculty of Pharmaceutical Sciences, Kanazawa University, Japan. cmukai@kenroku.kanazawa-u.ac.jp
Sonobe
H
Kim
JS
Hanaoka
M