Asymmetric synthesis of syn- and anti-1,3-amino alcohols.
The first application of metalloenamines derived from N-sulfinyl imines is reported for the highly diastereoselective addition to aldehydes. Reduction of the beta-hydroxy-N-sulfinyl imine products with catecholborane and LiBHEt3 provides syn- and anti-1,3-amino alcohol derivatives, respectively, with very high diastereomeric ratios.
Kochi
Takuya
T
Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, California 94720, USA.
Tang
Tony P
TP
Ellman
Jonathan A
JA
D000605:Amino Alcohols / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000605:Amino Alcohols