1254223-65-8Relevant articles and documents
Enantiodivergent formal total synthesis of aspercyclide C from l -(+)-tartaric acid
Prasad, Kavirayani R.,Gandi, Vasudeva Rao,Nidhiry, John Eugene,Bhat, Kavya S.
experimental part, p. 2521 - 2526 (2010/09/07)
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-(methoxymethoxy)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. Georg Thieme Verlag Stuttgart - New York.