Stereoselective intramolecular Diels–Alder reactions of 3-alkenyl(oxy)-2(1H)-pyrazinones

Author:

De Borggraeve Wim M.,Rombouts Frederik J.R.,Verbist Bie M.P.,Van der Eycken Erik V.,Hoornaert Georges J.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference6 articles.

1. Intramolecular Diels–Alder reactions of N-alkenyl-2(1H)-pyrazinones: generation of a novel type of cis-1,7-naphthyridine

2. Stereo- and regiochemistry in the (asymmetric) cycloaddition reaction of 5-chloro-2(1 H )-pyrazinones with cyclic and monosubstituted alkenes and with a N -acryloyl substituted chiral auxiliary

3. Reactions of 3,5-dichloropyrazinones with O-nucleophiles, see: (a) Vandenberghe, D. M.; Hoornaert, G. J. Bull. Soc. Chim. Belg. 1994, 103, 185–186. Reactions with N-nucleophiles, see: (b) Vandenberghe, S. M.; Buysens, K. J.; Meerpoel, L.; Loosen, P. K.; Toppet, S. M.; Hoornaert, G. J. J. Org. Chem. 1996, 304–308; (c) Tahri, A.; Buysens, K. J.; Van der Eycken, E. V.; Vandenberghe, D. M.; Hoornaert, G. J. Tetrahedron 1998, 54, 13211–13226; (d) Tahri, A.; De Borggraeve, W.; Buysens, K.; Van Meervelt, L.; Compernolle, F.; Hoornaert, G. Tetrahedron 1999, 55, 14675–14684.

4. A new synthesis of substituted 2(1H)-pyrazinones

5. Biomimetic diels–alder cyclizations for the construction of the brevianamide, paraherquamide, sclerotamide, asperparaline and VM55599 ring systems

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