Total synthesis of amphidinolactone A

Tapas R Pradhan,Debendra K Mohapatra

doi:10.1016/j.tetasy.2012.04.019

Total synthesis of amphidinolactone A

Tapas R Pradhan, Debendra K Mohapatra

https://doi.org/10.1016/j.tetasy.2012.04.019

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Journal: Tetrahedron: Asymmetry	Publication Date: May 1, 2012
Citations: 8

Affiliation: Indian Institute of Chemical Technology

#Longest Linear Sequence #Ring-closing Metathesis Reaction + Show 8 more

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Abstract

A convergent total synthesis of amphidinolactone A has been achieved, the longest linear sequence being 17 steps with 15.2% overall yield, using a ring-closing metathesis reaction as the macrolactonization step. The RCM precursor was obtained by the union of acid and alcohol fragments derived from (R)-epichlorohydrin and propane-1,3-diol, respectively. The side chain was incorporated following a Wittig reaction to exclusively obtain the cis-isomer.

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