Stereoselective cyanation of chiral alpha-amino aldehydes by reaction withNagata's reagent: a route to enantiopure beta-amino-alpha-hydroxy acids

Authors
Andres, JM Martinez, MA Pedrosa, R Perez-Encabo, A
Citation
Jm. Andres et al., Stereoselective cyanation of chiral alpha-amino aldehydes by reaction withNagata's reagent: a route to enantiopure beta-amino-alpha-hydroxy acids, TETRAHEDR-A, 12(2), 2001, pp. 347-353
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
2
Year of publication
2001
Pages
347 - 353
Database
ISI
SICI code
0957-4166(20010219)12:2<347:SCOCAA>2.0.ZU;2-2
Abstract
Chiral alpha -dibenzylamino aldehydes react with diethylaluminum cyanide le ading to anti-beta -dibenzylamino-alpha -hydroxy-cyanides as the major dias tereoisomers in good yields and diastereomeric excesses. Hydrolysis of the nitrile derivatives allows the synthesis of enantiopure beta -amino-alpha - hydroxy acids. (C) 2001 Elsevier Science Ltd. All rights reserved.