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Au-Catalyzed tandem intermolecular hydroalkoxylation/Claisen rearrangement between allylic alcohols and chloroalkynes
- Source :
- Organicbiomolecular chemistry. 17(18)
- Publication Year :
- 2019
-
Abstract
- An efficient protocol for the synthesis of γ,δ-unsaturated α-chloroketones has been developed via Au-catalyzed tandem intermolecular hydroalkoxylation/Claisen rearrangement. In the presence of 1 mol% JohnPhosAuCl and 1 mol% NaBArF, a broad range of allylic alcohols smoothly underwent the tandem intermolecular hydroalkoxylation/Claisen rearrangement with aromatic, vinylic or aliphatic chloroalkynes to give structurally diverse γ,δ-unsaturated α-chloroketones in excellent yields. Importantly, high Z/E selectivity was achieved. Other advantages are widespread availability of the substrates, compatibility with a broad range of functional groups and mild reaction conditions.
- Subjects :
- Reaction conditions
Allylic rearrangement
Tandem
010405 organic chemistry
Chemistry
Organic Chemistry
Intermolecular force
010402 general chemistry
01 natural sciences
Biochemistry
Medicinal chemistry
0104 chemical sciences
Catalysis
Claisen rearrangement
Physical and Theoretical Chemistry
Selectivity
Hydroalkoxylation
Subjects
Details
- ISSN :
- 14770539
- Volume :
- 17
- Issue :
- 18
- Database :
- OpenAIRE
- Journal :
- Organicbiomolecular chemistry
- Accession number :
- edsair.doi.dedup.....11f7255438d71525250ea3488cb6a212