Stereoselective total syntheses of (-)-desoxoprosopinine and (-)-desoxoprosophylline: Palladium(0)-catalyzed intramolecular N-alkylation for the key piperidine ring formation
Intramolecular N-alkylation of D-glucose-derived substrate 21E proceeded in an S(N)2' mode smoothly in the presence of a Pd(0) catalyst and n-Bu4NI. The major cyclization product, a 2,6-dialkylated piperidine 22t, was effectively converted into the title alkaloids.
Takao,Nigawara,Nishino,Takagi,Maeda,Tadano,Ogawa
p. 5681 - 5704
(2007/10/02)
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