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ChemInform Abstract: Enantioselective Synthesis of β-Dibenzylamino Alcohols via a Dynamic Kinetic Resolution of α-Halo Acids.

✍ Scribed by J. A. O'MEARA; N. GARDEE; M. JUNG; R. N. BEN; T. DURST


Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Enantioselective Synthesis of β-Dibenzylamino Alcohols via a Dynamic Kinetic Resolution of α-Halo Acids.

-The title compounds (IV), precursors of synthetically important Reetz aldehydes, are prepared by highly diastereoselective amination of α-bromo esters (I). The high yields obtained in this amination are explained by a dynamic kinetic resolution process in which the (R,R) isomer of (I) reacts more quickly with the amine than the (S,R) isomer, and the released bromide or the added iodide serve to epimerize the slow reacting isomer. -(O'MEARA,


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