Isocyclic Compounds
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ChemInform Abstract: Intramolecular (3 + 4) Allyl Cation Cycloaddition: Novel Route to Hydroazulenes.
First published: May 30, 1989
Abstract
1,5-Pentanediol (I) is subjected to consecutive monoprotection, oxidation, and Wittig olefination, followed by deprotection and further oxidation/olefination to give the 1-hydroxy-2-silylmethyldecatriene (VII).
ChemInform Abstract
1,5-Pentanediol (I) is subjected to consecutive monoprotection, oxidation, and Wittig olefination, followed by deprotection and further oxidation/olefination to give the 1-hydroxy-2-silylmethyldecatriene (VII). This undergoes intramolecular cycloaddition reaction in the presence of triflic anhydride and 2,6-lutidine, forming a mixture of the cis- and trans-fused hydroazulenes (VIII).
