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ChemInform Abstract: Synthetic Photochemistry. Part 44. Total Synthesis of Ceroplastol II and Albolic Acid, 5-8-5-Membered Tricyclic Sesterterpenoid Insect Wax Constituents, via Stereocontrolled Silyloxy-Cope Rearrangement with a Normally Disfavored Transition State.
First published: May 2, 1989
Abstract
The total syntheses of ceroplastol II (XII) and albolic acid (XIII) are accomplished for the first time.
ChemInform Abstract
The total syntheses of ceroplastol II (XII) and albolic acid (XIII) are accomplished for the first time. The key step is a stereocontrolled Cope rearrangement of either (VIa) or (VIb) to the thermolysates (VIIa,b) via a normally disfavored boat transition geometry.
