PMID- 11428002 OWN - NLM STAT- MEDLINE DCOM- 20010802 LR - 20190826 IS - 1523-7060 (Print) IS - 1523-7052 (Linking) VI - 3 IP - 3 DP - 2001 Feb 8 TI - Pd-catalyzed asymmetric hydrogenation of alpha-fluorinated iminoesters in fluorinated alcohol: a new and catalytic enantioselective synthesis of fluoro alpha-amino acid derivatives. PG - 313-5 AB - [figure: see text] Under hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) promoted asymmetric hydrogenation of alpha-fluorinated iminoesters to afford highly enantioenriched beta-fluorinated alpha-amino esters. The yield and ee were much improved by employing fluorinated alcohols such as 2,2,2-trifluoroethanol (up to 91% ee). FAU - Abe, H AU - Abe H AD - Venture Business Laboratory, Graduate School of Natural Science and Technology, and Department of Applied Chemistry, Faculty of Engineering, Okayama University, Tsushimanaka, Okayama 700-8530, Japan. FAU - Amii, H AU - Amii H FAU - Uneyama, K AU - Uneyama K LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - United States TA - Org Lett JT - Organic letters JID - 100890393 RN - 0 (Amino Acids) RN - 0 (Esters) RN - 0 (Hydrocarbons, Fluorinated) RN - 0 (Imines) RN - 5TWQ1V240M (Palladium) RN - 75-89-8 (Trifluoroethanol) RN - 7YNJ3PO35Z (Hydrogen) SB - IM MH - Amino Acids/*chemical synthesis MH - Esters/chemistry MH - Hydrocarbons, Fluorinated/*chemical synthesis MH - Hydrogen/chemistry MH - Imines/chemistry MH - Palladium MH - Stereoisomerism MH - Trifluoroethanol/chemistry EDAT- 2001/06/29 10:00 MHDA- 2001/08/03 10:01 CRDT- 2001/06/29 10:00 PHST- 2001/06/29 10:00 [pubmed] PHST- 2001/08/03 10:01 [medline] PHST- 2001/06/29 10:00 [entrez] AID - 10.1021/ol0002471 [doi] PST - ppublish SO - Org Lett. 2001 Feb 8;3(3):313-5. doi: 10.1021/ol0002471.