ChemInform Abstract: Enantiodivergent Formal Total Synthesis of Aspercyclide C from L-(+)-Tartaric Acid

Autor:	Kavirayani R. Prasad, Vasudeva Rao Gandi, John Eugene Nidhiry, Kavya S. Bhat
Rok vydání:	2010
Předmět:	Chemistry Aspercyclide C Organic chemistry L-tartaric acid Total synthesis General Medicine Allylic alcohol Enantiomer Metathesis
Zdroj:	ChemInform. 41
ISSN:	0931-7597
DOI:	10.1002/chin.201049215
Popis:	The enantiodivergent formal syntheses of both enantiomers of aspercyclide C is accomplished. Starting from L-(+)-tartaric acid, the key protected allylic alcohol, (3R,4R)-4-(methoxy-methoxy) non-1-en-3-ol is prepared, and is then elaborated into both enantiomers of 3-(4-methoxybenzyl)oxy]non-1-en-4-ol via Mitsunobu inversion. Esterification with a known biaryl acid, followed by ring-closing metathesis and deprotection completes the syntheses.
Databáze:	OpenAIRE
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