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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
The total synthesis and structural revision of stagonolide D
Paresh M Vadhadiya1, Vedavati G Puranik, C V Ramana
1National Chemical Laboratory (CSIR-NCL), Dr. Homi Bhabha Road, Pune-411 008, India.
Abstract:
The total synthesis of the putative structure of stagonolide D has been completed. The relative and absolute configuration of stagonolide D was established by synthesizing its optical antipode. The adopted strategy involves the construction of the central macrolide employing ring-closing metathesis (RCM), followed by selective protecting group manipulations and a final concomitant -OTBS deprotection and displacement of an -OMs placed next to it, resulting in the formation of the epoxide ring.
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