Synthesis of α-Substituted α-Aminophosphinic and α-Aminophosphonic Acids. -The reaction of ketoximes (I) with hypophosphorous acid affords previously unknown phosphinic acids (II), which are smoothly oxidized into the corresponding phosphonic acids (III). -(OSIPOVA, T. I.;
Enantioselective synthesis of α-aminophosphonic acid derivatives by hydrogenation
✍ Scribed by Ute Schmidt; Hans Walter Krause; Günther Oehme; Manfred Michalik; Christine Fischer
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 208 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0899-0042
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✦ Synopsis
Chiral ␣-aminophosphonic acid derivatives are efficiently synthesized by asymmetric hydrogenation of the prochiral N-acyl-␣,-dehydroaminophosphonates. PROPRAPHOS-Rh-catalysts from readily available (S)-and (R)-Propranolol proved to be suitable in the homogenous reaction affording an enantiomeric excess of 87-92% with high rate. The aminophosphonic acid derivatives and precursors were fully characterized by 1
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Many new cyclic esters of N-toluenesulfonyl ␣-aminophosphonic acids were synthesized by the three-component reaction of p-toluenesulfonamide, an aromatic aldehyde, and 2-chloro-1,3,2-benzodioxaphosphole in anhydrous benzene. Different reaction conditions have been investigated, and the related react
## Abstract Chiral phosphoric acids have been identified as highly efficient organocatalysts for the asymmetric transfer hydrogenation of α‐imino esters and amide. Utilizing Hantzsch esters as the hydrogen donor, versatile highly enantioenriched α‐amino esters and their derivatives were obtained wi