Synthesis of 6-ethoxy-6H-1,2-oxazines by hetero Diels-Alder reaction of 1-bromo-2-ethoxyethene with α-nitroso alkenes
✍ Scribed by Kai Homann; Jörg Angermann; Markus Collas; Reinhold Zimmer; Prof. Dr. Hans-Ulrich Reißig
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 613 KB
- Volume
- 340
- Category
- Article
- ISSN
- 1615-4150
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📜 SIMILAR VOLUMES
6H-1,2-Oxazines / Methoxyallene / Nitroso alkene / Hetero Diels-Alder reaction 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
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract A variety of 5,6‐dihydro‐4__H__‐1,2‐oxazines 3 and 4 is prepared in good yields from silyl enol ethers 1 and nitroso alkenes 2a or 2b, respectively. A systematic variation of substituents reveals preparative scope and limitations of this hetero Diels‐Alder reaction with inverse electron