Enantioselective Total Syntheses of Preussomerins: Control of Spiroacetal Stereogenicity by Photochemical Reaction of a Naphthoquinone through 1,6-Hydrogen Atom Transfer |
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| Authors: | Dr. Yoshio Ando Daichi Ogawa Prof. Dr. Ken Ohmori Prof. Dr. Keisuke Suzuki |
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| Affiliation: | Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo, 152-8551 Japan |
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| Abstract: | We report the enantioselective total syntheses of preussomerins EG1, EG2, and EG3. The key transformation is a stereospecific photochemical reaction involving 1,6-hydrogen atom transfer to achieve retentive replacement of a C−H with a C−O bond, enabling otherwise-difficult control of the spiroacetal stereogenic center. |
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| Keywords: | Photochemical Reactions Preussomerins Redox Chemistry Stereospecificity Total Synthesis |
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