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- Title
Enantioselective electrophilic trifluoromethylthiolation of β-ketoesters: a case of reactivity and selectivity bias for organocatalysis.
- Authors
Wang, Xueqiang; Yang, Tao; Cheng, Xiaolin; Shen, Qilong
- Abstract
A chiral Lewis base or a phase-transfer catalyst (PTC) can mediate the highly enantioselective trifluoromethylthiolation of β-ketoesters with the previously developed SCF3 reagent. Reactions of indanone-derived β-ketoesters occurred with high yield and excellent enantioselectivity with quinine as catalyst. Reactions of tetralone- or 1-benzosuberone-derived β-ketoesters occurred with moderate to good enantioselectivity with a quinine-derived PTC.
- Publication
Angewandte Chemie (International ed. in English), 2013, Vol 52, Issue 49, p12860
- ISSN
1521-3773
- Publication type
Journal Article
- DOI
10.1002/anie.201305075