A Stereoselective Total Synthesis of Xyolide,a Natural Bioactive Nonenolide |
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| Authors: | Lingaiah Maram Biswanath Das |
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| Affiliation: | 1. Natural Products Chemistry Division, CSIR‐ Indian Institute of Chemical Technology, Hyderabad‐500007, India (phone: +91‐40‐7193434;2. fax: +91‐40‐7160512) |
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| Abstract: | A stereoselective total synthesis of xyolide, a naturally occurring bioactive nonenolide, has been accomplished. The acid fragment of the molecule has been prepared from D ‐mannitol and the alcohol fragment from (2Z)‐but‐2‐ene‐1,4‐diol. The synthesis involves the coupling of these two fragments using the Yamaguchi esterification protocol, followed by intramolecular ring‐closing methathesis. The diastereoisomeric alcohol fragment has also been utilized in this synthesis by employing the Mitsunobu esterification. |
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| Keywords: | Nonenolide Xyolide Stereoselective syntheses (2Z)‐But‐2‐ene‐1,4‐diol D‐Mannitol |
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