Lithium Aluminium Hydride Reduction of Chiral Benzoylformamides Derived from Chiral Amino Alcohols
The reduction of benzoylformamides derived from various N- and O-substituted (S)-amino alcohols using lithium aluminium hydride was carried out.Diastereoisomeric excesses could be determined by chromatographic separation of the resulting diastereoisomeric mandelamides.In all cases, the (S,S)-diastereoisomer was obtained as the major product (1-72percent d.e.), and the degree of asymmetric induction depended largely on the N- and O-substituents of the amino alcohol moiety.A d.e. of up to 72percent was obtained for the benzoylformamide (4) derived from N-methylvalinol.
Kashima, Choji,Harada, Kazuo,Omote, Yoshimori
p. 1495 - 1500
(2007/10/02)
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