## Abstract For Abstract see ChemInform Abstract in Full Text.
A practical synthesis of 2,2-difluoro-3-amino-propanoic acid (α,α-difluoro-β-alanine)
✍ Scribed by Arnaud Cheguillaume; Simon Lacroix; Jacqueline Marchand-Brynaert
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 140 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Reformatsky reaction of ethyl bromodifluoroacetate with N,N-(dibenzyl)-1H-benzotriazolyl-1-methylamine gave fully protected a,a-difluoro-b-alanine. Hydrogenolysis and hydrolysis furnished a,a-difluoro-b-alanine. Further transformation into N-phthalimido-a,a-difluoro-b-alanine was described.
📜 SIMILAR VOLUMES
The enantiopure p-toluenesulfinimines were found to be efficient as chiral imine equivalents in the high temperature Reformatsky-type additions with BrZnCF 2 COOEt affording an efficient approach to the enantiomerically pure a,a-difluoro-bamino acids. High chemical and stereochemical yields (drs>9:1
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