title: The N-hydroxymethyl group for stereoselective conjugate addition: application to the synthesis of (-)-statine.
abstract: [reaction: see text] Efficient synthesis of enantiomerically pure (-)-statine was achieved with the stereoselective intramolecular conjugate addition of the hydroxyl group tethered to the amino group of a configurationally stable N-Boc-L-leucinal derivative.
authors.affiliation: School of Chemical Engineering, College of Engineering, Seoul National University, Seoul 151-744, Korea.
authors.forename: Dongwon
authors.initials: D
authors.lastname: Yoo
authors.forename: Joon Seok
authors.initials: JS
authors.lastname: Oh
authors.forename: Young Gyu
authors.initials: YG
authors.lastname: Kim
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis*; D003500:Cyclization; D006868:Hydrolysis; D006878:Hydroxides / Q000737:chemistry; D007202:Indicators and Reagents; D017680:Potassium Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D006878:Hydroxides; D007202:Indicators and Reagents; D017680:Potassium Compounds; C029943:potassium hydroxide; C013165:statine