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Synthesis and Structure Elucidation of 8-Methyl- and 9-Methyl-exo-2-carbomethoxy-endo-tricyclo[5.2.1.02,6]deca-3,8-dien-5-ones
Authors:Suresh Chander Suri  Angelica C Cabrera  Edward J Wucherer  Stephen L Rodgers
Institution:1. Hughes-STX Corporation, Phillips Laboratory/RKS , 10 East Saturn Blvd., Edwards Air Force Base, CA, 93524-7680;2. Propulsion Science Division Phillips Laboratory/RKS , 10 East Saturn Blvd., Edwards Air Force Base, CA, 93524-7680
Abstract:A mixture of 1-methyl- and 2-methyl-1,4,4a,8a,-tetrahydro-endo-1,4-methano-naphthalene-5,8-diones ( 2 & 3 ) was chemically transformed into separable methyl substituted tricyclo5.2.1.02,6]decadienones 7 , 8 & 9 . The structure of 8 & 9 were elucidated via Cope rearrangement of their corresponding allylic alcohols ( 10 & 11 ) to furnish 12 & 13 respectively.
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