1629211-75-1Relevant academic research and scientific papers
The use of silyl ketene acetals and enol ethers in the catalytic enantioselective alkylative ring opening of oxa/aza bicyclic alkenes
Zhang, Lei,Le, Christine M.,Lautens, Mark
, p. 5951 - 5954 (2014/06/10)
Silyl ketene acetals and enol ethers are employed as reactive and functional group tolerant nucleophiles in the enantioselective rhodium-catalyzed alkylative ring opening of a diverse class of oxa/azabicyclic alkenes. This method provides access to enantioenriched dihydronaphthalene and cyclohexene scaffolds, which have the potential to be derivatized toward core motifs of naphthoquinone and sesquiterpene natural products. All purpose strain relief: Employing silyl ketene acetals and enol ethers as a diverse class of nucleophiles enabled the development of a general, mild, and functional group tolerant method for the alkylative asymmetric ring opening of strained and less-strained oxa/azabicyclic alkenes.
