153499-11-7Relevant academic research and scientific papers
Sulfur-containing β-amino alcohols as catalysts in enantioselective synthesis
Trentmann, Wilhelm,Mehler, Thomas,Martens, Juergen
, p. 2033 - 2043 (1997)
Oxazaborolidine catalysts generated in situ from cyclic or acyclic sulfur containing (R)-cysteine, (S)-penicillamine and (S)-methionine derivates and BH3 have been applied successfully to the enantiocontrolled, catalytic reduction of aromatic ketones. The corresponding sec alcohols could be obtained in excellent enantiomeric excess, up to 100% ee. Using these chiral auxiliaries in the enantioselective addition of diethylzinc to aldehydes afforded optically active sec alcohols in enantiomeric excess up to 93% ee.
L-CYSTEINE-DERIVATIVES IN ASYMMETRIC SYNTHESIS: PREPARATION OF TWO NEW CHIRAL β-AMINO ALCOHOLS AND THEIR APPLICATION IN THE ENANTIOSELECTIVE CATALYTIC REDUCTION OF PROCHIRAL AROMATIC KETONES WITH BORANE
Mehler, Thomas,Martens, Juergen
, p. 2299 - 2302 (2007/10/02)
The optically active β-amino alcohols 1 and 2 derived from S-alkylated L-cysteine 3 and 4 respectively catalyze the enantioselective reduction of unsymmetrical ketones with borane.The resulting chiral secondary alcohols are obtained in high optical yields up to 100percent under mild reaction conditions.
