Pauson-Khand reaction of optically active 6,7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes
Pauson-Khand reaction of optically active 6,7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes
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光学活性 6,7-双(叔丁基二甲基硅氧基)non-1-en-8-ynes 的 Pauson-Khand 反应
DOI：
10.1021/jo0008082
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发表时间：
2000
期刊：
影响因子：
--
通讯作者：
Hanaoka
中科院分区：
文献类型：
--
作者：
Mukai;Sonobe;Kim;Hanaoka
（6S，7S）-7-双（叔丁基二甲基硅氧基）壬-1-烯-8-炔与八羰基二钴反应，得到相应的钴配合物。随后在促进剂如环己胺、苯硫醚、甲基异丙基硫醚和丁基甲基硫醚的存在下将该复合物暴露于Pauson-Khand条件，最终立体选择性地产生（2S，3S，6S，7S）-7-甲基双环[4.3.0]壬烯酮衍生物而不是预期的（2S，3S，7S）-双环[5.3.0]癸烯酮物质。
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.