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The use of NaBH4-H2SO4 for the reduction of ¦Á-amino acids to the corresponding amino alcohols offers definite advantages: i) operational simplicity, ii) ease of scaling up the reaction without risking explosion, and iii) use of the inexpensive reagents. During the course of our recent studies of bisoxazoline chemistry[1] we need to develop a convenient and reliable procedure for the mole-scale synthesis of ¦Á,¦Â-amino alcohols from the corresponding ¦Á-amino acids. Although there exist several methods[2], including those described in Organic Syntheses,(and also some amino alcohols are commercially available) these methods require the use of rather expensive reagents (e.g.,LiBH4, BH3-SMe2) and/or careful control of reaction conditions to minimize the risk of explosion that may occur after the induction period. We recommend herein the use of the two inexpensive reagents, NaBH4 and H2SO4, as exemplified by the reduction of D-phenylglycine.

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