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7442496 
Journal Article 
An improved preparation of oxazolidin-2-one chiral auxiliaries 
Sudharshan, M; Hultin, PG 
1997 
1 
Synlett
ISSN: 0936-5214
EISSN: 1437-2096 
GEORG THIEME VERLAG KG 
STUTTGART 
1997 
2 
171-+ 
English 
WOS:A1997WM02900009 
Reduction of carbamate-blocked amino esters by lithium borohydride (made in situ from sodium borohydride and lithium iodide) forms chiral 4-substituted oxazolidin-2-ones directly. The presence of iodide in the reaction mixture appears to promote the cyclization of the intermediate alkoxyborohydride. This provides a route to these important chiral auxiliaries, employing less hazardous reagents and simpler reaction conditions than do most existing methods. 
alpha-amino ester; carbamate; lithium borohydride; iodide; oxazolidinone 
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