Convergent Total Synthesis of Asimicin via Decarbonylative Radical Dimerization

Autor:	Akinori Yamaguchi, Takahiro Kawamata, Masayuki Inoue, Masanori Nagatomo
Rok vydání:	2018
Předmět:	Antitumor activity 010405 organic chemistry Stereochemistry Organic Chemistry chemistry.chemical_element Total synthesis General Chemistry 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences chemistry.chemical_compound chemistry Telluride Functional group Tellurium Derivative (chemistry)
Zdroj:	Chemistry (Weinheim an der Bergstrasse, Germany). 24(71)
ISSN:	1521-3765
Popis:	Asimicin (1) exhibits potent antitumor activity and comprises a central C2 -symmetric bis-tetrahydrofuran and two aliphatic side-chains, one of which terminates with (S)-methyl-2(5H)-furanone. This work reports a convergent total synthesis of 1 in 17 steps from d-gulose derivative 4. Decarbonylative radical-radial homo-coupling of α-alkoxyacyl telluride 12 a efficiently produced the C2 -symmetric core 3-SS, which was transformed into 1 through stepwise attachment of the two side-chains and functional group manipulations.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2b405e3e0650f01e6d358a7849c53729 https://pubmed.ncbi.nlm.nih.gov/33586822 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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