Abstract
A new nucleophilic isopropyl transfer reagent, triisopropylsulfoxonium tetrafluoroborate, has been prepared and evaluated. Thus, using this reagent and NaH in DMF, a range of electron deficient alkenes, including several chalcone analogues, alpha,beta-unsaturated ketones, dienones and quinones, plus alpha,beta-unsaturated esters, nitrile, sulfone and nitro examples, have been converted into the corresponding gem-dimethylcyclopropane compounds.
Original language | English |
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Pages (from-to) | 3279-3288 |
Number of pages | 10 |
Journal | SYNTHESIS-STUTTGART |
Issue number | 20 |
DOIs | |
Publication status | Published - 17 Oct 2008 |
Keywords
- cyclopropanes
- cyclopropanation
- sulfoxonium salts
- ruthenium tetraoxide
- TANDEM OXIDATION PROCESSES
- ALKYLIDENE TRANSFER REAGENTS
- DIMETHYLSULFOXONIUM METHYLIDE
- FUNCTIONALIZED CYCLOPROPANES
- OXOSULFONIUM SALTS
- DIMETHYL-SULFOXIDE
- ALLYLIC ALCOHOLS
- KETONES
- YLIDES
- ESTERS