New access to indolizidine and pyrrolizidine alkaloids from an enantiopure proline: total syntheses of (-)-lentiginosine and (1R,2R,7aR)-dihydroxypyrrolizidine |
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Authors: | Angle Steven R Bensa David Belanger Dominique S |
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Affiliation: | Department of Chemistry, University of California, Riverside, CA 92521-0403, USA. steven.angle@wright.edu |
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Abstract: | A new approach to the synthesis of indolizidine and pyrrolizidine skeletons is reported. (-)-Lentiginosine and (1R,2R,7aR)-dihydroxypyrrolizidine have both been synthesized in 13 steps from di-O-isopropylidene-d-mannitol. The common key intermediate is (-)-dihydroxyproline benzyl ester 10. |
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