| Autor: |
Takumi Hamada, Kento Iwai, Nagatoshi Nishiwaki |
| Jazyk: |
angličtina |
| Rok vydání: |
2022 |
| Předmět: |
|
| Zdroj: |
Reactions, Vol 3, Iss 4, Pp 615-624 (2022) |
| Druh dokumentu: |
article |
| ISSN: |
2624-781X |
| DOI: |
10.3390/reactions3040041 |
| Popis: |
A systematic study of the Diels–Alder reaction of α-nitrocinnamate was performed. The reaction of p-substituted α-nitrocinnamate with 2,3-dimethyl-1,3-butadienes smoothly proceeded regardless of the p-substituent, which was either an electron-donating or -withdrawing group. A control reaction revealed that α-nitrocinnamate isomerized during the reaction. Danishefsly’s diene (1-methoxy-3-trimethylsiloxy-1,3-butadiene) facilitated cycloaddition under mild conditions to afford a cycloadduct without the alternation of the diastereomeric ratio. Moreover, the desilylation of the cycloadduct furnished multiple functionalized cyclohexanones. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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