OPTICALLY ACTIVE FIVE-MEMBERED OXYGEN-CONTAINING RINGS. A SYNTHESIS OF (+)-ELDANOLIDE
Stereoselective tandem Wittig-Horner - intramolecular Michael reactions followed by a retro Diels-Alder cleavage convert the optically active tricyclic lactol 1 into 2-substituted 2,5-dihydrofurans of high enantiomeric purities.These compounds are useful synthons for the obtention of natural butenolides and butanolides as illustrated by the synthesis of the pheromone (+)-eldanolide.
Bloch, Robert,Seck, Matar
p. 3731 - 3740
(2007/10/02)
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