Asymmetric syntheses of four stereoisomers of 13-hydroxy-14-methylhexadecanoic acid as potential antibacterial agents

Autor:	Min Wang, Yuxiong Yang, Jiangchun Zhong, Lifeng Wang, Xueyang Wang, Gucheng Yuan, Qinghua Bian, Chaonan Yuan, Yun Zhou
Rok vydání:	2021
Předmět:	Pharmacology chemistry.chemical_classification Chemistry Organic Chemistry Enantioselective synthesis Stereoisomerism Palmitic Acids Primary alcohol Aldehyde Catalysis Analytical Chemistry Anti-Bacterial Agents Alkynylation Yield (chemistry) Alcohols Drug Discovery Wittig reaction Organic chemistry Hydroxy Acids Spectroscopy Antibacterial agent
Zdroj:	ChiralityREFERENCES. 33(11)
ISSN:	1520-636X
Popis:	The first total syntheses of four stereoisomers of 13-hydroxy-14-methylhexadecanoic acid have been accomplished. Central to this strategy are asymmetric alkynylation of aldehyde, acid-catalyzed lactonization, the selective protection of primary alcohol and Wittig reaction. The product 1a was obtained in 17 steps in 2% overall yield. Moreover, these synthetic chiral hydroxy fatty acids 1a-1d are valuable for the development of antibacterial agents.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2f1a023a65952f67b62ca32ce5b4cbca https://pubmed.ncbi.nlm.nih.gov/34477253 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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