期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 75, 期 11, 页码 3797-3805出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo1005894
关键词
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资金
- Ministry of Science and Innovation. Spain [CTQ2009-07021 BQU]
- AGAUR. Generalitat de Catalunya [2009-SGR-1111]
The straightforward enantioselective construction or the hydroquinoline ring system from 1.5-polycarbonyl derivatives, using (R)-phenyglycinol as a chiral latent form of ammonia, is reported. The process mimics the key steps believed to occur in nature in the biosynthesis of amphibian decahydroquinoline alkaloids. Diastereodivergent routes to enantiopure cis-2,5-disubstituted decahydroquinolines, including the alkaloid pumiliotoxin C (cis-195A), are developed.
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