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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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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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