期刊
ACS CATALYSIS
卷 10, 期 21, 页码 12507-12536出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c03569
关键词
amines; fluorine; trifluoromethyl group; enantioselectivity; diastereoselectivity
资金
- NIH [GM124286]
- Duke Chemistry Department
The exploitation of the alpha-trifluoromethylamino group as an amide surrogate in peptidomimetics and drug candidates has been on the rise. In a large number of these cases, this moiety bears stereochemistry with the stereochemical identity having important consequences on numerous molecular properties, such as the potency of the compound. Yet, the majority of stereoselective syntheses of alpha-CF3 amines rely on diastereoselective couplings with chiral reagents. Concurrent with the rapid expansion of fluorine into pharmaceuticals has been the development of catalytic enantioselective means of preparing alpha-trifluoromethyl amines. In this work, we outline the strategies that have been employed for accessing these enantioenriched amines, including normal polarity approaches and several recent developments in imine umpolung transformations.
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