Gold-catalyzed intermolecular coupling of sulfonylacetylene with allyl ethers: [3,3]- and [1,3]-rearrangements
- Title
- Gold-catalyzed intermolecular coupling of sulfonylacetylene with allyl ethers: [3,3]- and [1,3]-rearrangements
- Author
- 신승훈
- Keywords
- gold catalysis; intermolecular coupling; [1,3]-rearrangement; [3,3]-sigmatropic rearrangement; sulfonylacetylene; ALKENES
- Issue Date
- 2013-08
- Publisher
- BEILSTEIN-INSTITUT
- Citation
- Journal of Organic Chemistry, Aug 2013, 9(1), P.1724-1729
- Abstract
- Gold-catalyzed intermolecular couplings of sulfonylacetylenes with allyl ethers are reported. A cooperative polarization of alkynes both by a gold catalyst and a sulfonyl substituent resulted in an efficient intermolecular tandem carboalkoxylation. Reactions of linear allyl ethers are consistent with the [3,3]-sigmatropic rearrangement mechanism, while those of branched allyl ethers provided [3,3]- and [1,3]-rearrangement products through the formation of a tight ion-dipole pair.
- URI
- https://www.beilstein-journals.org/bjoc/articles/9/198http://hdl.handle.net/20.500.11754/53987
- ISSN
- 1860-5397
- DOI
- 10.3762/bjoc.9.198
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
- Files in This Item:
There are no files associated with this item.
- Export
- RIS (EndNote)
- XLS (Excel)
- XML