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Liebigs Annalen der Chemie

Synthesis of 6H??1, 2??oxazines by hetero Diels??Alder reactions of nitroso alkenes towards methoxyallenes

R Zimmer, HU Reißig

文献索引:Zimmer, Reinhold; Reissig, Hans-Ulrich Liebigs Annalen der Chemie, 1991 , # 6 p. 553 - 562

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被引用次数: 33

摘要

Abstract Regioselective hetero Diels-Alder reactions of in-situ generated nitroso alkenes 2– 4 with methoxyallene derivatives 1 provide 4H-1, 2-oxazines 5–7 with an exo-methylene group at C-5. These primary cycloadducts are smoothly transformed into conjugated 6H-1, 2- oxazines 11–13 by base or acid catalysis. The bicylic nitroso alkene 17 and methoxyallene (1a) combine to give the tricyclic 1, 2-oxazine 18, thus demonstrating that an exo-transition ...