New synthesis of 2-azetines and 1-azabutadienes and the use of the latter in Diels-Alder reactions: total synthesis of (.+-.)-.delta.-coniceine
✍ Scribed by Jung, Michael E.; Choi, Yong Mi
- Book ID
- 120642349
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 235 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0022-3263
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A reliable and novel synthetic route for the preparation of prop-l-ene-l,3-sultone (1) has been developed. An overall yield of 34% could be achieved for this five-step synthesis. The Diels-Alder reactions of 1 with a variety of dienes were investigated for the first time and achieved with good chem
In 1959 Cava reported' that a,a'-dibromo-c-quinodimethane (z), generated by treatment of a,a,a',a'-tetrabromo-o-xylene (1) with NaI in warm DMF, --could be trapped by dienophiles to give 2,3-disubstituted naphthalenes. Cava's scheme is shown below with &phenylmaleimide as the trapping agent.