Diels-Alder reactions of 3-(1H-tetrazol-5-yl)-nitrosoalkenes: synthesis of functionalized 5-(substituted)-1H-tetrazoles
- Egileak:
- Susana M. M. Lopes, Francisco Palacios, Americo Lemos, Teresa M. V. D. Pinho e Melo
- Urtea:
- 2011
- Aldizkaria:
- Tetrahedron
- Liburukia:
- 67
- Hasierako orria - Amaierako orria:
- 8902 - 8909
- Deskribapena:
-
A general route to 1,2-oxazines and open chain oximes bearing a 1H-tetrazolyl substituent via Diels–Alder reaction of 3-(tetrazol-5-yl)-nitrosoalkenes is reported. It was also demonstrated that reduction of these adducts followed by deprotection of the tetrazolyl group give 5-(1-aminoalkyl)-1H-tetrazoles, α-amino acid analogues.