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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 (see scheme). 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 Edition, 2013, Vol 52, Issue 49, p12860
- ISSN
1433-7851
- Publication type
Academic Journal
- DOI
10.1002/anie.201305075