Intramolecular tandem Michael-type addition/aldol cyclization induced by TiCl(4)-R(4)NX combinations |
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| Authors: | Yagi Kazunari Turitani Takayuki Shinokubo Hiroshi Oshima Koichiro |
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| Institution: | Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Japan. |
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| Abstract: | reaction: see text] Treatment of formyl alpha,beta-enones with a TiCl(4)-R(4)NX combination induces an intramolecular aldol cyclization to furnish 2-acyl-3-halocyclohexanol with three controlled consecutive stereogenic centers. The reaction of bis-alpha,beta-enones with the combination provides cyclic diketones with high stereoselectivity via an intramolecular Michael addition reaction. |
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