Gold(I)-catalyzed divergence in the reactivity of 3-silyloxy 1,6-enynes: Pinacol-terminated vs claisen-terminated cyclization cascades
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SCOPUS
- Title
- Gold(I)-catalyzed divergence in the reactivity of 3-silyloxy 1,6-enynes: Pinacol-terminated vs claisen-terminated cyclization cascades
- Authors
- Baskar, B; Bae, HJ; An, SE; Cheong, JY; Rhee, YH; Duschek, A; Kirsch, SF
- Date Issued
- 2008-06-19
- Publisher
- AMER CHEMICAL SOC
- Abstract
- On activation with catalytic amounts of gold(I) complexes, 3-silyloxy 1,6-enynes can react through two alternative pathways. In one, a cascade reaction consisting of carbocyclization and subsequent pinacol rearrangement takes place. In the second pathway, a heterocyclization is followed by a Claisen rearrangement. The reaction outcome differs depending on the substitution pattern of the 3-silyloxy 1,6-enynes and, more importantly, the electronic properties of the gold-bound phosphane ligand.
- Keywords
- GOLD CATALYSIS; INTRAMOLECULAR CARBOALKOXYLATION; PRINS CYCLIZATIONS; EFFICIENT ACCESS; BOND FORMATION; PI-ACIDS; C-C; CYCLOISOMERIZATION; PLATINUM; ENYNES
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/29344
- DOI
- 10.1021/OL8008733
- ISSN
- 1523-7060
- Article Type
- Article
- Citation
- ORGANIC LETTERS, vol. 10, no. 12, page. 2605 - 2607, 2008-06-19
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- There are no files associated with this item.
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