A Facile Stereocontrolled Synthesis of anti-α-(Trifluoromethyl)-β-amino Alcohols
- 2 September 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (20), 3173-3176
- https://doi.org/10.1021/ol000195f
Abstract
A short stereocontrolled preparation of anti-α-(trifluoromethyl)-β-amino alcohols is described, involving an initial CF3 transfer to cinnamaldehyde and a one-step, three-component condensation of 3,3,3-trifluorolactic aldehyde, an alkenyl (aryl) boronic acid, and an amine. Applying this methodology to chiral 3,3,3-trifluorolactic aldehyde allowed us to generate an amino alcohol enantioselectively in 92% ee.Keywords
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