- Palladium-catalyzed asymmetric [3 + 2] trimethylenemethane cycloaddition reactions.
Palladium-catalyzed asymmetric [3 + 2] trimethylenemethane cycloaddition reactions.
Journal of the American Chemical Society (2006-10-13)
Barry M Trost, James P Stambuli, Steven M Silverman, Ulrike Schwörer
PMID17031924
ZUSAMMENFASSUNG
Transition-metal-catalyzed trimethylenemethane (TMM) [3 + 2] cycloadditions provide direct routes to functionalized cyclopentanes. This reaction has been shown to be a highly chemo-, regio-, and diastereoselective process. We report a palladium-catalyzed asymmetric [3 + 2] trimethylenemethane (TMM) cycloaddition between 3-acetoxy-2-trimethylsilylmethyl-1-propene and various di- and trisubstituted olefins. Yields of exo-methylenecyclopentane products range from 59 to 99%, and enantiomeric excesses range from 58 to 92% ee.
MATERIALIEN