Strategies towards the Synthesis of the Gilvocarcins

Morales‐Chamorro, Maricela; Cortezano-Arellano, Omar; Cordero‐Vargas, Alejandro

doi:10.1055/s-0036-1588079

Cited by 4 publications

References 8 publications

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Synthetic Strategies for the Construction of Indolizines and Indolizine‐fused Compounds: Thienoindolizines and Indolizinoindoles

Nevskaya,

Zinoveva,

Van der Eycken

et al. 2023

Asian J Org Chem

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This paper provides a review on various methodologies developed for the synthesis of different indolizine derivatives and an overview of their application. These include thienoindolizine and indolizino[8,7‐b]indole derivatives. The indolizine nucleus occurs as privileged scaffold of many natural and synthetic molecules with significant biological activity. Fused‐indolizines such as thienoindolizines and indolizinoindole derivatives are of great interest, due to their antitumor, antimicrobial and enzyme inhibitor activity. Because of their widespread use in chemical, medicinal, biological, and materials science research, indolizines and their fused derivatives are attractive synthetic targets in the search for efficient methods for their construction.

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Synthetic Strategies for the Construction of Indolizines and Indolizine‐fused Compounds: Thienoindolizines and Indolizinoindoles

Nevskaya,

Zinoveva,

Van der Eycken

et al. 2023

Asian J Org Chem

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Total Synthesis of Pulvomycin D

Fritz

Wienhold

Hackl

et al. 2021

Chemistry A European J

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A synthetic route to the pulvomycin class of natural products is presented, which culminated in the first synthesis of a pulvomycin, pulvomycin D. Key elements of the strategy include a pivotal aldol reaction which led to bond formation between the C24‐C40 and the C8‐C23 fragment. The remaining C1‐C7 fragment was attached by a Yamaguchi esterification completing the assembly of the 40 carbon atoms within the main skeleton. Ring closure to the 22‐membered lactone ring was achieved in the final stages of the synthesis by a Heck reaction. The completion of the synthesis required the removal of six silyl protecting groups in combination with olefin formation at C26‐C27 by a Peterson elimination.

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