Eleven new chiral squaric aicd amidoalcohols bave been synthesized by reaction of alkyl amines or thiols with 3-butoxy-[(1'S,2'R)-(2' hydroxy-1',2'-diphenylethyl) amino]-3-cyclobutene-1,2-dione, which is prepared by the reaction of (1R, 2S)-2-amino-1,2-diphenylalcohol with dibutyl squrate. The in situ formed chiral oxazaborolidines have been used in the enantioselective borane reduction of prochiral ketones to afford the alcohol products in a range 88%～98% yield and 42% ～81% enantiomeric excesses, respectively. All of the new compounds are confirmed by IR, 1^H NMR, MS and element analysis, in which compound 4b is also confirmed by X-ray analysis.

Key words: SQUARIC ACID, KETONE, REDUCTION, AMINO ALCOHOL, BORANES