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Total Synthesis of (+)-Pyrenolide D
Yuya Ogawa1, Marina Kato1, Ikuo Sasaki1
1Department of Chemistry and Bioscience, Faculty of Science and Technology , Aoyama Gakuin University , 5-10-1, Fuchinobe, Chuo-ku , Sagamihara 252-5258 , Japan.
Abstract:
An efficient approach to stereoselective construction of a spiro-γ-lactone core structure via BF3-promoted formal [3 + 2] annulation of aldehydo-aldose derivatives with γ-methylene-γ-butyrolactone has been developed. The spiro-γ-lactone derivative was then used in an efficient total synthesis of (+)-pyrenolide D. The developed chemistry paves the way for total synthesis of structurally diverse natural products containing spiro-lactone cores.
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