Asymmetric Synthesis of Selectively Protected Amino Sugars and Derivatives by a Direct Organocatalytic Mannich Reaction | Zendy

Enders Dieter | Zendy; Grondal Christoph | Zendy; Vrettou Marianna | Zendy; Raabe Gerhard | Zendy

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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.

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