Aziridines / Oxazolines / Ring expansion reactions / Ξ±-Hydroxy Ξ²-amino acids / Ξ²-Hydroxy Ξ±-amino acids A new method for the preparation of 2,2,3-trisubstituted methyl 1-benzoylaziridine-2-carboxylates is reported. These compounds have been obtained starting from Ξ±-alkyl Ξ²amino acids by formation of
Ring opening of 1,3,2-oxazaphospholidine-2-thiones with alkyl lithiums; synthesis of chiral phosphinothioic acids
β Scribed by C.Richard Hall; Thomas D. Inch; Ian W. Lawston
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 214 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Chn-al phosphmothlolc acids are prepared by a novel synthesis mvolvlng an unexpected P -0 bond cleavage with retention of conflguratlon at phosphorus.
π SIMILAR VOLUMES
Ti(OiPr) 4 /diethyl tartrate/tBuOOH system oxidizes 3-alkyl-1,2-cyclopentanediones resulting in hydroxylated ring cleavage products 2-alkyl-g-lactone acids, in high enantioselectivity ( 95% ee) and satisfactory isolated yields (up to 55%).
## Abstract Basicity of the starting amine as well as the temperature markedly influence the course of the reaction.
In this article, we have described the asymmetric cyclization of L-serinoates and N-benzyl Lserinoate with phosphoro(no-)dichloridates or their thio-analog, respectively, and we have investigated the asymmetric induction effect of the chiral carbon center on the forming of a chiral phosphorus center