Abstract: Anthraquinone chiral ligands (AQN) are used in asymmetric aminohydroxylation addition reactions of cinnamate based olefins for synthesizing aryl serines. The anthraquinones impart a reverse regioselectivity as compared to the commonly employed phalazine chiral ligands (PHAL). Carbamates are employed as the oxidant nitrogen source. The yields and enantiomeric efficiencies are Excellent. .beta.-Hydroxyamines are obtained by deprotecting the corresponding .beta.-hydroxycarbamate.
Type:
Grant
Filed:
March 26, 1998
Date of Patent:
May 2, 2000
Assignee:
The Scripps Research Institute
Inventors:
K. Barry Sharpless, Beata Tao, Gunther Schlingloff