Synthesis of embellished bicyclo[2.2.2]octenones and a sigmatropic 1,2-acyl shift in an excited state: a novel and stereoselective route to (±)-hirsutic acid C and complicatic acid |
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| Authors: | Vishwakarma Singh Dilip K Tosh |
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| Institution: | a Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400-076, India
b National Single Crystal X-ray Diffraction Facility, Indian Institute of Technology Bombay, Mumbai 400-076, India |
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| Abstract: | Formal syntheses of hirsutic acid C and complicatic acid via cycloaddition of cyclohexa-2,4-dienone with methyl methacrylate and a triplet sensitized 1,2-acyl shift are described. The X-ray crystal structure of one of the key intermediates is also reported. |
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| Keywords: | Cycloaddition Oxa-di-π-methane rearrangement 1 2-Acyl shift Hirsutic acid Complicatic acid |
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