An efficient asymmetric synthesis of azetidine 2-phosphonic acids

Autor: François Couty, Nicolas Rabasso, Claude Agami
Rok vydání: 2002
Předmět:
Zdroj: Tetrahedron Letters. 43:4633-4636
ISSN: 0040-4039
Popis: Substituted azetidinic 2-phosphonates were prepared in diastereoisomerically and enantiomerically pure form, starting from readily available β-amino alcohols. This synthesis involved a three-step sequence: (i) N-alkylation of the starting amino alcohol with a methylene phosphonate moiety, (ii) chlorination of the alcohol, and (iii) stereoselective 4-exo-tet ring closure through an intramolecular alkylation of the lithiated aminophosphonate.
Databáze: OpenAIRE