| Peterson olefination | |
|---|---|
| Named after | Donald John Peterson |
| Reaction type | Coupling reaction |
| Identifiers | |
| Organic Chemistry Portal | peterson-olefination |
| RSC ontology ID | RXNO:0000080 |
The Peterson olefination (also called the Peterson reaction) is the chemical reaction of α-silyl carbanions (1 in diagram below) with ketones (or aldehydes) to form a β-hydroxysilane (2) which eliminates to form alkenes (3).[1]
Several reviews have been published.[2][3][4][5][6]
- ^ D. J. Peterson (1968). "Carbonyl olefination reaction using silyl-substituted organometallic compounds". J. Org. Chem. 33 (2): 780–784. doi:10.1021/jo01266a061.
- ^ Birkofer, L.; Stiehl, O. Top. Curr. Chem. 1980, 88, 58. (Review)
- ^ Ager, D. J. Synthesis 1984, 384–398. (Review)
- ^ Ager, D. J. Org. React. 1990, 38, 1. doi:10.1002/0471264180.or038.01
- ^ T. H. Chan (1977). "Alkene synthesis via β-functionalized organosilicon compounds". Acc. Chem. Res. 10 (12): 442–448. doi:10.1021/ar50120a003.
- ^ New developments in the Peterson olefination reaction L. Frances van Staden, David Gravestock and David J. Ager Chem. Soc. Rev., 2002,31, 195-200 doi:10.1039/A908402I