β,β-Difluoro analogs of α-oxo-β-phenylpropionic acid and phenylalanine
✍ Scribed by Manfred Schlosser; Nadia Brügger; Werner Schmidt; Nikolaus Amrhein
- Book ID
- 108282665
- Publisher
- Elsevier Science
- Year
- 2004
- Tongue
- French
- Weight
- 308 KB
- Volume
- 60
- Category
- Article
- ISSN
- 0040-4020
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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
It is well established that the Van der Waals radii of fluorine (rF-q.35 A) and hydrogen (rH-1.10 /~) are quite similar, thereby rendering fluorine the only element that can replace hydrogen in biological systems without changing steric demands. 1 However, the strong electronegative nature of fluori