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The asymmetric synthesis of α-chloro α-alkyl and α-methyl α-alkyl phosphonic acids of high enantiomeric purity.

✍ Scribed by Stephen Hanessian; Youssef L. Bennani; Daniel Delorme

Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
272 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis

A method is described for the synthesis of a-chloro-a-alkyl-and a-methyl-a-alkylphosphonic acids in either enantiomeric form and in high optical purity, based on the asymmettic allrylation of a-substituted bicyclic phosphonamides derived from a C2 symmetrical diamine.

📜 SIMILAR VOLUMES

A versatile asymmetric synthesis of α-am
A versatile asymmetric synthesis of α-amino α-alkyl-phosphonic acids of high enantiomeric purity
✍ Stephen Hanessian; Youssef L. Bennani 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 312 KB

A general protocol for the synthesis of a-amino-a-alkyl phosphonic acids in either enantiomeric form is described based on the alkylation of chiral bicyclic phosphonamides derived from (R,R)and (S,S)-1,2diaminocyclohexane. 2 CSu Br(CH&Br. 2. NaN,, DMF,140% Me Y Es& 70-75% (4) 4 h., 95%. (3) 2 Y= Cl

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