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4-Hydroxyphenylglycine-Based Polymer-Bound Amino Alcohols and insitu- Generated Oxazaborolidines for Enantioselective Reductions

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The chiral amino alcohol HOC6H4CH(NH2)C(C6H5)2OH (4) that is derived from (R)-4-hydroxyphenylglycine has been converted into novel soluble and insoluble polymer-bound reagents 5. After in-situ conversion into oxazaborolidines, they serve for enantioselective reductions of acetophenone to deliver (S)-1-phenylethanol (6) in up to 83% enantiomeric excess.

Keywords: Asymmetric synthesis; boron; catalysis; ketone; polystyrene

Document Type: Research Article

Publication date: June 1, 2008

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