ChemInform Abstract: Macrolactonization-Transannular Aldol Condensation Approach to the Taxane AB Ring System.
Abstract
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ChemInform Abstract
The 2(5H)-furanone (X) which is an important intermediate in the synthesis of the antimitotic taxane diterpenoid taxol is synthesized in a nine step-synthesis from cyclohexenone (I). Key steps of the reaction are two copper-catalyzed Grignard addition reactions for producing the taxane A ring in compound (VII). The eight-membered taxane B ring is introduced by a macrolactonization-transannular aldol condensation protocol of (VII).
