Tetrahedron Letters p. 4599 - 4602 (1998)
Update date:2022-08-05
Topics:
Ojima, Iwao
Iula, Donna M.
Tzamarioudaki, Maria
The highly regioselective cyclohydrocarbonylation of 4-amido-1,6- heptadienes catalyzed by Rh-BIPHEPHOS complex gives functionalized piperidines quantitatively, which serve as versatile intermediates for the syntheses of a variety of piperidine and quinolizidine alkaloids. Reaction of 3-Boc-amino-1,5-hexadiene affords the corresponding dehydropiperidine- aldehyde exclusively via site and regioselective hydroformylation. Possible mechanisms for these reactions are proposed.
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Doi:10.1016/S0040-4020(98)00441-4
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