two novel 1,2,4,5-tetrazines that participate in inverse electron demand diels—alder reactions...

2006 Other 6-membered heterocycles R 0670 Two Novel 1,2,4,5-Tetrazines that Participate in Inverse Electron Demand Diels—Alder Reactions with an Unexpected Regioselectivity. — The novel tetrazines (II) efficiently undergo Diels—Alder cycloaddition with a wide range of electron-rich and unactivated dienophiles to afford 1,2-diazines. The reaction proceeds with high regioselectivity. However, the main products are not the expected isomers: the op- posite regioisomers are formed predominantly or exclusively. — (HAMASAKI, A.; DUCRAY, R.; BOGER*, D. L.; J. Org. Chem. 71 (2006) 1, 185-193; Dep. Chem., Scripps Res. Inst., San Diego, La Jolla, CA 92037, USA; Eng.) — Jannicke 22- 170

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Page 1: Two Novel 1,2,4,5-Tetrazines that Participate in Inverse Electron Demand Diels—Alder Reactions with an Unexpected Regioselectivity

2006

Other 6-membered heterocyclesR 0670 Two Novel 1,2,4,5-Tetrazines that Participate in Inverse Electron Demand

Diels—Alder Reactions with an Unexpected Regioselectivity. — The novel tetra-zines (II) efficiently undergo Diels—Alder cycloaddition with a wide range of elec-tron-rich and unactivated dienophiles to afford 1,2-diazines. The reaction proceeds with high regioselectivity. However, the main products are not the expected isomers: the op-posite regioisomers are formed predominantly or exclusively. — (HAMASAKI, A.; DUCRAY, R.; BOGER*, D. L.; J. Org. Chem. 71 (2006) 1, 185-193; Dep. Chem., Scripps Res. Inst., San Diego, La Jolla, CA 92037, USA; Eng.) — Jannicke

22- 170

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