Total synthesis of the novel, biologically active epoxyquinone dimer (+/-)-torreyanic acid: a biomimetic approach |
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Authors: | Mehta Goverdhan Pan Subhas Chandra |
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Institution: | Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India. gm@orgchem.iisc.ernet.in |
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Abstract: | reaction: see text] A total synthesis of the complex, biologically active, dimeric natural product (+/-)-torreyanic acid, which is composed of seven rings and laced with dense, variegated oxy-functionalization, has been accomplished from readily available allyl-substituted p-benzoquinone 8. Our synthetic stratagem involves crafting an epoxyquinone monomer for use in a biomimetic cascade process involving tandem a 6pi electrocyclization and a Diels-Alder dimerization. |
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