AI Article Synopsis
- Development of a new method using gold(I) catalysts to create medium-sized heterocycles with trans double bonds is introduced.
- This method employs a cascade reaction involving acyloxy migration, cyclopropanation, and ring enlargement, allowing for efficient synthesis of ten- and eleven-membered heterocycles.
- The reaction is notable for its high selectivity at the C5 position of furan and effective performance under mild conditions.
Article Abstract
The synthesis of medium-sized heterocycles possessing a trans double bond is still a challenge. Herein, gold(I)-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade reaction of furans has been developed, providing highly efficient access to ten- and eleven-membered heterocycles with a broad substrate scope under mild reaction conditions. The reaction outcome features high chemoselectivity at the C5-position of furan. Moreover, a trans-double bond was embodied in the medium ring system.
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| http://dx.doi.org/10.1039/c5cc05808b | DOI Listing |
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