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Total synthesis and determination of relative and absolute configuration of multiplolide A
C V Ramana1, Tushar P Khaladkar, Soumitra Chatterjee
1National Chemical Laboratory, Pune, India. vr.chepuri@ncl.res.in
Abstract:
A flexible approach for total syntheses of possible multiplolide A diastereomers establishing the relative and absolute configuration is documented. The adopted strategy features ring-closing metathesis (RCM) as the key reaction and screening of a set of substrates for the feasibility of RCM in general and for the requisite E-configuration of ring olefin in particular. Selective protecting groups manipulation prior to the assembly of the central macrocyclic core was instrumental in installing the epoxide functionality on a fully deprotected nonenolide at the end of the synthesis.
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