期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 353, 期 14-15, 页码 2624-2630出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100227
关键词
asymmetric catalysis; 1,4-dicarbonylbut-2-enes; organocatalysis; alpha-stereogenic amides and ketones; sulfa-Michael addition
资金
- NSFC [21072044]
- Excellent Youth Foundation of Henan Scientific Committee [114100510003]
- International Cooperation Foundation of Henan Province [104300510062]
- ARF [R-143-000-337-112]
Conjugate addition to 1,4-dicarbonylbut-2-enes will generate an alpha-stereogenic center with respect to one of the carbonyl groups, which informally, can be considered as an inversion of normal reactivity patterns or umpolung protocol. In this paper, the addition of tert-butyl mercaptan to 1,4-dicarbonylbut-2-enes including (E)-4-oxo-4-arylbutenamides and (E)-4-oxo-4-arylbutenones has been developed, to synthesize a series of chiral sulfur-substituted a-stereogenic amides and ketones in high regioselectivity and enantioselectivity (up to 98% ee).
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