Shibata Takanori, Toshida Natsuko, Takagi Kentaro
Department of Chemistry, Faculty of Science, Okayama University, Tsushima, Okayama 700-8530, Japan.
J Org Chem. 2002 Oct 18;67(21):7446-50. doi: 10.1021/jo0262661.
With aldehydes as a CO source under solvent-free conditions, rhodium complex efficiently catalyzed an intramolecular carbonylative alkene-alkyne coupling (Pauson-Khand-type reaction) and various bicyclic enones were obtained in high yield. Experiments under argon flow and a 13C-labeling experiment suggested that almost no free carbon monoxide was generated in this reaction. When noncationic rhodium complex with chiral phosphine was used as a chiral catalyst, the reaction proceeded enantioselectively to give various chiral cyclopentenones in up to 90% ee under solvent-free conditions.
在无溶剂条件下，以醛类作为一氧化碳源，铑配合物能高效催化分子内羰基化烯烃 - 炔烃偶联反应（Pauson - Khand型反应），并以高产率得到各种双环烯酮。在氩气氛围下进行的实验以及一项¹³C标记实验表明，该反应中几乎不会生成游离的一氧化碳。当使用带有手性膦的非阳离子铑配合物作为手性催化剂时，反应能进行对映选择性转化，在无溶剂条件下得到各种对映体过量值高达90%的手性环戊烯酮。
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