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Synthetic Studies Toward (+)‐Spongidepsin |
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| Authors: | Guvvala Venkateswar Reddy Rotte Satish Chandra Kumar Gundeti Shankaraiah Katragadda Suresh Babu Janaswamy Madhusudana Rao |
| Affiliation: | 1. Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad, 500?007, India (phone: +?91‐49‐27191880/1881;2. fax: +?91‐40‐27160512) |
| Abstract: | A convergent enantiomerically controlled synthetic effort toward (+)‐spongidepsin is reported. The synthesis benefits from the use of readily available and inexpensive starting materials like D ‐mannitol and (?)‐β‐citronellene. Key transformations include Evans asymmetric methylation, Mitsunobu esterification, (1H‐benzotriazol‐1‐yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP)‐mediated amide formation for the preparation of a fully functionalized acyclic precursor, and ring‐closing metathesis (RCM). |
| Keywords: | (+)‐Spongidepsin Evans asymmetric methylation Mitsunobu esterification Ring‐closing metathesis (RCM) Amide formation |