Abstract
erythro N-Boc-1-Alkynyl-2-amino alcohols were treated with thionyl chloride in ether under ice-cooling to afford the corresponding 4, 5-trans-4, 5-disubstituted oxazolidin-2-ones which were easily converted to the corresponding threo N-Boc-2-amino alcohols. This diastereoconversion of erythro 2-amino alcohols was also applied to convert the threo-isomers to the corresponding erythro-isomers. However, the same reaction of N-Boc-1-alkenyl-2-amino alcohols failed to give diastereoconversion.
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