期刊
CHIRALITY
卷 27, 期 12, 页码 979-988出版社
WILEY
DOI: 10.1002/chir.22540
关键词
chiral catalyst; asymmetric Michael addition; thiazoline; thiourea
资金
- National Nature Science Foundation of China [90813003]
- Foundation of State Key Laboratory of Theoretical and Computational Chemistry
Several novel chiral bifunctional L-thiazoline-thiourea derivatives were easily synthesized from commercially available L-cysteine in high yield. These catalysts were subsequently applied to the enantioselective Michael addition of acetylacetone to -nitrostyrenes. The products with S configuration were obtained in 98% enantiomeric excess (ee) when the L-thiazoline-thiourea derivatives were used. A plausible transition state model is proposed to explain the observed enantioselectivities. Chirality 27:979-988, 2015. (c) 2015 Wiley Periodicals, Inc.
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