1. Synthesis of botryolide E, ophiocerins A, B and C from d-glucono-δ-lactone.
- Author
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Zhou, Faling, Liu, Xiaojing, Jia, Yuanliang, Hu, Yue, Luo, Guiyin, and Chen, Xiaochuan
- Subjects
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MITSUNOBU reaction , *CORTISONE , *DEOXYGENATION - Abstract
• The first employment of d -glucono-δ-lactone to synthesize (−)-Botryolide E and ophiocerins A–C. • Concise and versatile synthetic route. • The first transformation of ophiocerin C to ophiocerins A and B via Mitsunobu reaction. A concise synthesis of a chiral hexane-tetraol intermediate is achieved from d -glucono-δ-lactone in 6 steps featuring the successively selective deoxygenation. The versatile intermediate can be easily converted into the γ-lactone compound botryolide E and tetrahydropyran derivative ophiocerins A-C respectively. In addition, the direct transformation of ophiocerin C to ophiocerins A and B by Mitsunobu reaction was studied for the first time. [ABSTRACT FROM AUTHOR]
- Published
- 2020
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