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Catalytic asymmetric synthesis of β-fluoroalkyl-β-amino acids via biomimetic [1,3]-proton shift reaction

✍ Scribed by Vadim A. Soloshonok; Alexander G. Kirilenko; Sergey V. Galushko; Valery P. Kukhar

Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 210 KB
Volume: 35
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)73320-x

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✦ Synopsis

AlkhPCt: [lJ]-Pmtan shii reaction of N-be4uylcnamincs la-e. derived fmm &polyfkmmalkyl-&Wxylic esters sndpenzylsmiac. was c@yzed by (-)-Wchonidlne (5-13 mol 9b) to give good yields (6749%) of any enriched (up to 36% ce) ~~y~~ d&s&es 303. The mlting pmduetp 3p-e wem readily hydrolyze4 into the mng qticalty active (~~~-~~~kyl~-~i~ acids 48-e (87-9396 yield). Recently we have devel@ a new genera! app~~acb to fluorine-containing amines and &amino acids via

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