jo202138g_si_002.pdf (11.97 MB)

The Total Synthesis and Structural Revision of Stagonolide D

journal contribution
posted on 02.03.2012, 00:00 by Paresh M. Vadhadiya, Vedavati G. Puranik, C. V. Ramana
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.