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Diels–Alder cycloaddition of 2-azadienes to methyl 2-(2,6-dichlorophenyl)-2H-azirine-3-carboxylate in the synthesis of methyl 4-oxo-1,3-diazabicyclo[4.1.0]heptane-6-carboxylates

✍ Scribed by M.José Alves; M.Miguel Durães; A.Gil Fortes

Book ID
108282641
Publisher
Elsevier Science
Year
2004
Tongue
French
Weight
250 KB
Volume
60
Category
Article
ISSN
0040-4020

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Cycloaddition of methyl 2-(2,6-dichoroph
Cycloaddition of methyl 2-(2,6-dichorophenyl)-2H-azirine-3-carboxylate to electron-rich 2-azadienes
✍ M.José Alves; M.Miguel Durães; A. Gil Fortes 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 267 KB

tert-Butyldimethylsililoxy-2-aza-1,3-butadienes react with 2H-azirine 3 leading to Diels-Alder cycloadducts in moderate yields. The reactions are endo-and regioselective with the azirine being added by its less hindered face. There is only one product in the case of 1b, 4b. There are two isomers (4