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Intramolecular Diels-Alder reaction of furans with allenyl ethers followed by sulfur and silicon atom-containing group rearrangement
- Source :
- Journal of Organic Chemistry. July 24, 1998, Vol. 63 Issue 15, p5064, 7 p.
- Publication Year :
- 1998
-
Abstract
- The intramolecular Diels-Alder reaction of furandiene with allenyl ethers followed by the rearrangement of sulfur and silicon atom-containing group were described. For the 5-(alkylthio)-2-furfuryl propargyl ethers, the alkylthio group 1,4-rearrangement products were exclusively derived and the alkylthio group 1,4-rearrangement occurred intramolecularly through tight ion pairs. For 5-(alkylsulfonyl)-2-furfuryl proparyl ethers and the 5-(alkylsulfinyl)-2-furfuryl proparyl ethers, alkylsulfonyl and alkylsulfinyl group 1,2-rearrangement products were derived, respectively.
Details
- ISSN :
- 00223263
- Volume :
- 63
- Issue :
- 15
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.21059806