POLYFUNCTIONAL BICYCLO 6.3.0 UNDECANE INTERMEDIATES

TitlePOLYFUNCTIONAL BICYCLO 6.3.0 UNDECANE INTERMEDIATES
Publication TypeJournal Article
Year of Publication1991
AuthorsChorlton, AP, Morris GA, Sutherland JK
JournalJournal of the Chemical Society-Perkin Transactions 1
Pagination1205-1210
ISBN Number0300-922X
Accession NumberWOS:A1991FM10700038
Abstract

On thermolysis, 2-hydroxy-1-isopropyl-2-vinylbicyclo[4.3.0]non-6-en-8-one 18 undergoes oxy-Cope rearrangement followed by an 'ene' reaction to give 5-hydroxy-11-isopropyl-8-methyltricyclo[6.3.0.0(1,5)]undec-10-ene-9-one 21, which is cleaved by Pb(OAc)4-I2 to 11-isopropyl-8-methylbicyclo[6.3.0]undeca-1,10-diene-5,9-dione 23. Aspects of the chemistry of the dione are explored.

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