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Synthesis of 2-acyl-3,6-dihydroxy-2-cyclohexen-1-ones

✍ Scribed by James E. Oliver; William R. Lusby

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 578 KB
Volume: 44
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)86718-1

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✦ Synopsis

AJntract --Two of the title compounds. recently identified as components of exudates produced by lace bug nymphs of the genus Corythucha. have been synthesized. 2-Acyl-3-hydroxy-2-cyclohexen--l-ones were converted to 3-alkyd-6,7-dihydro-l,P-benzisoxazol-4(W)-ones which were hydroxylated at position 5, then reductively disassembled. Sodium borohydride and nickel chloride in C+F/TH containing 1-octene selectively reduced the isoxazole N-O bond without hydrogenating a side chain double bond.

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