期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 10, 页码 3797-3804出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo200112r
关键词
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资金
- National Natural Science Foundation of China [20772160, 20972195]
- Ministry of Health of China [2009ZX09501-017]
- Fundamental Research Funds for the Central Universities
Organocatalytic conjugate addition of malononitrile to conformationally restricted dienones has been studied. A series of chiral primary and tertiary amine catalysts were screened. A piperidine-based thiourea-tertiary amine was found to be the efficient catalyst. Chiral pyran derivatives were obtained in excellent yields and enantioselectivities via a cascade conjugate addition-intramolecular cyclization pathway. The reaction is remarkably different for the corresponding reaction of conformationally flexible dienones.
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