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Enantioselective Synthesis of α‐Fluorinated β‐Amino Acid Derivatives by an Asymmetric Mannich Reaction and Selective Deacylation/Decarboxylation Reactions

Chemistry - A European JournalPublished 27 November 2009
Yuanhang Pan, Yujun Zhao, Ting Ma, Yuanyong Yang, Hongjun Liu, Zhiyong Jiang
Citations103
SJR quartileQ1
SJR score0.98
SNIP0.84

Abstract

Useful degradation: A highly enantio- and diastereoselective guanidine-catalyzed Mannich reaction was developed with α-fluoro-β-keto acyloxazolidinone as the fluorocarbon nucleophile (see scheme). α-Fluoro-β-amino ester and α-fluoro-β-amino ketones with chiral fluorinated carbon were obtained by selective deacylation and decarboxylation reactions, respectively.

Keywords

ChemistryPharmacology, Toxicology and Pharmaceutics