| Abstract
| - Synthesis of (2R,3S)- or (2S,3S)-O1-acyl-3-aminoalkane-1,2-diols by ring opening of enantiopure(2R,1‘S)- or (2S,1‘S)-2-(1-aminoalkyl)epoxides 1 or 2, with carboxylic acids in the presence ofBF3·Et2O and chlorotrimethylsilane, is described. The conversion takes place with total selectivityand in good yield. In addition, (2R,3S)-O,O-diacyl-3-aminoalkane-1,2-diols 3 were also preparedfrom reaction of (2R,1‘S)-2-(1-aminoalkyl)epoxides 1 with carboxylic acids under the same reactionconditions and without chlorotrimethylsilane. Mechanisms to explain both transformations areproposed.
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