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Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans.
- Source :
-
Chemical Communications . 7/18/2019, Vol. 55 Issue 56, p8126-8129. 4p. - Publication Year :
- 2019
-
Abstract
- A gold-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety has been reported in this communication, affording multi-substituted furans in moderate to good yields. The reaction proceeded through an intramolecular O-nucleophilic addition and 3,3-sigmatropic rearrangement followed by ring-opening of the cyclopropane unit along with the further reaction with electrophiles. The C–C bond cleavage of a strained cyclopropane moiety in the presence of a gold catalyst and the aromatization provided the driving force for this cascade cyclization. The practical transformations of the obtained diiodinated furan have also been indicated. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 13597345
- Volume :
- 55
- Issue :
- 56
- Database :
- Academic Search Index
- Journal :
- Chemical Communications
- Publication Type :
- Academic Journal
- Accession number :
- 137383384
- Full Text :
- https://doi.org/10.1039/c9cc03735g