Journal
SYNTHESIS-STUTTGART
Volume -, Issue 4, Pages 591-596Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0028-1083343
Keywords
cycloadditions; regioselectivity; phosphonates; isoxazoles; heterocycles
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Funding
- MIUR
- Universita degli Studi di Milano (FIRST)
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5-Substituted 3-(diethoxyphosphoryl)isoxazoles and -2-isoxazolines were synthesized regioselectively by 1,3-dipolar cycloaddition of(diethoxyphosphoryl)formonitrile oxide to monosubstituted alkynes and alkenes. By applying this methodology to an N-(tert-butoxycarbonyl)-substituted allylglycine methyl ester, we prepared the precursors of two diastereomeric 3-phosphono-2-isoxazolin-5-yl-substituted amino acids, which are bioisosteres of potent NMDA receptor antagonists.
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