Cascade Processes of Metallo Carbenoids

Recent advances in the synthesis of piperidones and piperidines

It is textbook knowledge that carboxamides benefit from increased stabilisation of the electrophilic carbonyl carbon when compared to other carbonyl and carboxyl derivatives This results in a considerably reduced reactivity towards nucleophiles Accordingly, a perception has been developed of amides as significantly less useful functional handles than their ester and acid chloride counterparts However, a significant body of research on the selective activation of amides to achieve powerful transformations under mild conditions has emerged over the past decades This review article aims at placing electrophilic amide activation in both a historical context and in that of natural product synthesis, highlighting the synthetic applications and the potential of this approach

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Amide activation: an emerging tool for chemoselective synthesis

https://science.sciencemag.org/content/sci/196/4297/1410.full.pdf

Natural product synthesis and vitamin B12

Dimethyl(methylene)ammonium Iodide

The experiments described in reaction schemes 1–12 indicate that sulfide contraction via alkylative coupling (see scheme p. 729) is a potentially general method for the synthesis of secondary vinylogous amides and enolizable β-dicarbonyl compounds.

Sulfidkontraktion via alkylative Kupplung: Eine methode zur darstellung von β‐dicarbonylderivaten. Über synthetische methoden, 1. Mitteilung

Ein Verfahren zur Darstellung von sek. vinylogen Amiden (IV) und enolisierbaren β-Dicarbonylverbindungen (VIII) wird beschrieben.

P. Dubs

Papers

Sulfidkontraktion via alkylative Kupplung: Eine methode zur darstellung von β‐dicarbonylderivaten. Über synthetische methoden, 1. Mitteilung

Synthetische methoden 1. mitt. sulfidkontraktion via alkylative kupplung, eine methode zur darst. von beta‐dicarbonylderivaten