Abstract

Abstract A polyoxy eight-membered ring compound containing a bis-aldol skeleton, 2,6-dibenzyloxy-3-(t-butyldimethylsiloxy)-7-hydroxy-8-hydroxymethyl-5-(p-methoxybenzyloxy)-4,4-dimethylcyclooctanone 1, a key synthetic intermediate of 19-hydroxypaclitaxel, was prepared in high yield from 2,6-dibenzyloxy-5-(t-buthyldimethylsiloxy)-3-(p-methoxybenzyloxy)-4,4-dimethyl-8,9-oxiranyl-7-oxononanal 6 by the samarium(II) iodide-mediated intramolecular aldol cyclization.

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