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Asymmetric Synthesis of Selectively Protected Amino Sugars and Derivatives by a Direct Organocatalytic Mannich Reaction
Author(s) -
Enders Dieter,
Grondal Christoph,
Vrettou Marianna,
Raabe Gerhard
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200500810
Subject(s) - mannich reaction , chemistry , enantiomer , organocatalysis , proline , organic chemistry , catalysis , combinatorial chemistry , enantiomeric excess , amino acid , enantioselective synthesis , biochemistry
Short and sweet: Starting from the commercially available precursors 1 – 3 , selectively protected amino sugars and derivatives are obtained in one step and with high diastereo‐ and enantiomeric purity by means of a proline‐catalyzed three‐component Mannich reaction (see scheme, PMP= para ‐methoxyphenyl). This efficient organocatalytic procedure can be carried out smoothly on a multigram scale.