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August 4, 2011Organic Letters

Biomimetic Organocatalytic Asymmetric Synthesis of 2-Substituted Piperidine-Type Alkaloids and Their Analogues

Mattia R. Monaco Polyssena Renzi Daniele M. Scarpino Schietroma Marco Bella

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Abstract

Natural substances such as pelletierine and its analogues have been prepared in up to 97% ee and good yield by a protective-group-free, biomimetic approach. Usage of benzonitrile or acetonitrile as solvents effectively prevents product racemization.

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Cite This Study

Monaco et al. (2011) studied this question.

synapsesocial.com/papers/6a954e07d44cea3cdd8299bf https://doi.org/10.1021/ol2017406

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Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

1Synthesis and absolute configuration of Tanret's (‐)‐pelletierineOriginal Research · 1963 · 17 citations
2Resolution of isopelletierine: A second synthesis of pelletierineOriginal Research · 1965 · 16 citations
3The complete configuration of sedridine and of pelletierineOriginal Research · 1965 · 41 citations
4Synthesis of enantiomeric β-amino ketones via 1,3-dipolar cycloaddition and chromatographic resolutionOriginal Research · 1994 · 28 citations
5Enantioselective Addition of Activated Terminal Alkynes to 1-Acylpyridinium Salts Catalyzed by Cu−Bis(oxazoline) ComplexesOriginal Research · 2007 · 218 citations

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