Unconventional Macrocyclizations in Natural Product Synthesis

Iakovos Saridakis, Daniel Kaiser, Nuno Maulide (Korresp. Autor*in)

Veröffentlichungen: Beitrag in FachzeitschriftArtikelPeer Reviewed

Abstract

Over the past several decades, macrocyclic compounds have emerged as increasingly significant therapeutic candidates in drug discovery. Their pharmacological activity hinges on their rotationally restricted three-dimensional orientation, resulting in a unique conformational preorganization and a high enthalpic gain as a consequence of high-affinity macrocycle-protein binding interactions. Synthetic access to macrocyclic drug candidates is therefore crucial. From a synthetic point of view, the efficiency of macrocyclization events commonly suffers from entropic penalties as well as undesired intermolecular couplings (oligomerization). Although over the past several decades ring-closing metathesis, macrolactonization, or macrolactamization have become strategies of choice, the toolbox of organic synthesis provides a great number of versatile transformations beyond the aforementioned. This Outlook focuses on a selection of examples employing what we term unconventional macrocyclizations toward the synthesis of natural products or analogues.
OriginalspracheEnglisch
Seiten (von - bis)1869-1889
Seitenumfang21
FachzeitschriftACS Central Science
Jahrgang6
Ausgabenummer11
DOIs
PublikationsstatusVeröffentlicht - 25 Nov. 2020

ÖFOS 2012

  • 104015 Organische Chemie

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