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Enantioselective synthesis of cis-and trans-2-methyl-6-nonylpiperidines: Alkaloids solenopsin and isosolenopsin
The cross-metathesis of the enantioenriched homoallylic amine 8 (readily accessible by alpha-aminoallylation of decanal) with methyl vinyl ketone using the Hoveyda-Blechert catalyst 10 in presence of 10 mol% of Ti(O-i-Pr) 4 led exclusively to the (E)-enone 11, which by stereoselective reductive amination affords (+)-isosolenopsin (3a) and (+)-solenopsin (4a) with excellent selectivities.
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Reference£º
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI