Hydroformylation in Natural Product Synthesis

Bates, Roderick W.; Kasinathan, Sivarajan

doi:10.1007/128_2013_428

Cited by 13 publications

(1 citation statement)

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“…This is because the tube-in-tube reactor was a prototype and it was not fully tested for safety at that time. When they were confident about the robustness of their tube-in-tube prototype later on, they used CO pressures of up to 15 bar for some of the reactions in (95) the peak at 2133 cm -1 . By fixing the flowrate at 0.6 mL min -1 and increasing the pressure they found that the relative peak intensity at 2133 cm -1 also increases, indicating that the CO gas concentration increases with increasing pressure of CO gas.…”

Section: Carbonylationsmentioning

confidence: 99%

Application of hydroformylation for the stereoselective synthesis of piperidine alkaloids

Kasinathan¹

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This thesis describes the advantages of hydroformylation, when incorporated into natural product synthesis as well as, flow chemistry. The first chapter gives a brief overview of application of hydroformylation in natural product synthesis. It highlights the importance of hydroformylation as a tool for formation of a new carbon-carbon bond and its capability of introducing reactive aldehyde functional groups. The second and third chapters describe the synthesis of pseudoconhydrine and azimic acid using a common methodology that incorporates hydroformylation, for a simple yet efficient stereoselective synthesis of these types of piperidine alkaloids. The fourth chapter explores the advantages of application of hydroformylation in flow chemistry. It discusses the improvement in the safety profile, the simplification in the experimental procedures and the efficient synthesis of styrenes as compared to batch chemistry. The fifth chapter explores the possibilities of inducing a 1,2-alkyl shift in 2,3,6-trisubstituted piperidines.

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Section: Carbonylationsmentioning

confidence: 99%