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Oxazine derivatives R 0595Stereoselective Synthesis of 2-Hydroxymorpholines and Aminodiols via a Three-Component Boro-Mannich Reaction. -2-Hydroxymorpholines (III) are prepared from the reaction of boronic acids with phenylthiomorpholines (I), derived from optically active amino alcohols. Subsequent reduction with LiAlH4 affords amino alcohols with good to excellent diastereomeric excesses. 2-Hydroxymorpholines can also be prepared from chiral amino alcohols like alcohol (V) by a three-component one-pot reaction with glyoxal and boronic acids. In these cases, the diastereoselectivities are significantly lower. -(BERREE*, F.; DEBACHE, A.; MARSAC, Y.; COLLET, B.; GIRARD-LE BLEIZ, P.; CARBONI, B.; Tetrahedron 62 (2006) 17, 4027-4037; Sci. Chim., CNRS, Univ. Rennes, F-35042 Rennes, Fr.; Eng.) -Klein 33-176