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Carbohydrates as Chiral Templates: Stereoselective Synthesis of β‐Amino Acids
Author(s) -
Kunz Horst,
Schanzenbach Dirk
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198910681
Subject(s) - amino acid , stereoselectivity , template , chemistry , hydrolysis , stereochemistry , enantioselective synthesis , organic chemistry , combinatorial chemistry , catalysis , biochemistry , materials science , nanotechnology
The asymmetric synthesis of chiral N ‐unsubstituted β‐amino acids , which are of interest as components of antibiotics and natural products, may be achieved with high induction when Schiff bases (see 1 in the preceding communication) are allowed to react with silylketene acetals. The esters thereby obtained (see right) may be hydrolyzed to β‐amino acids containing free amino groups.