Abstract
α-Keto alkynes react with CO and H2 in the presence of catalytic quantities of the zwitterionic rhodium complex (η6-C6H5BPh3)- Rh+(1,5-COD) and triphenyl phosphite affording either the 2-, 2(3H)-, or 2(5H)-furanones in 61-93% yields. The cyclohydrocarbonylation is readily accomplished using substrates containing alkyl, aryl, vinyl, and alkoxy groups at the acetylenic terminal, as well as a variety of primary, secondary, and tertiary alkyl, aryl, and heteroaryl groups connected to the ketone functionality. Structural and electronic properties present in the starting materials mediate the chemo- and regioselectivity of the reaction.
| Original language | English |
|---|---|
| Pages (from-to) | 4131-4137 |
| Number of pages | 7 |
| Journal | Journal of Organic Chemistry |
| Volume | 65 |
| Issue number | 13 |
| DOIs | |
| State | Published - 30 Jun 2000 |
ASJC Scopus subject areas
- Organic Chemistry
Fingerprint
Dive into the research topics of 'Chemo- and regioselective cyclohydrocarbonylation of α-keto alkynes catalyzed by a zwitterionic rhodium complex and triphenyl phosphite'. Together they form a unique fingerprint.Cite this
- APA
- Author
- BIBTEX
- Harvard
- Standard
- RIS
- Vancouver