期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 355, 期 6, 页码 1053-1057出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300086
关键词
Henry reaction; Michael addition; nitrooelfins; tandem reactions; 2H-thiopyrano[2; 3-b]quinolines
资金
- National Natural Science Foundation of China [20972070, 21121002]
- National Basic research Program of China [2010CB833300]
- Program for New Century Excellent Talents in University [NCET-11-0265]
- Key laboratory of Elemento-Organic Chemistry
Optically active 2H-thiopyrano[2,3-b]quinolines with three contiguous stereocenters have been synthesized via a chiral bifunctional squaramide-catalyzed tandem MichaelHenry reaction between 2-mercaptoquinoline-3-carbaldehydes and nitroolefins. The reactions proceed with excellent diastereo- and enantioselectivity to give the title compounds in high yields with high levels of diastereo- and enantioselectivity (up to >99/1 dr and >99% ee, respectively).
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