Enantioselective total synthesis of 1-epi-pathylactone A.

Org Lett

Institut de Chimie des Substances Naturelles, CNRS F-91198 Gif-sur-Yvette, France.

Published: March 2007

[structure: see text]. The first enantioselective total synthesis of 1-epi-pathylactone A, 3, has been accomplished using a PhI(OAc)2-mediated domino reaction as a key step. No diastereomeric separation was required throughout the whole synthetic scheme presented in this paper. Comparison of 1H and 13C NMR spectral data of the synthetic product with the reported spectral data of natural pathylactone A, coupled with an X-ray crystallographic analysis, led to the conclusion that the C1 configuration in the original paper was erroneously ascribed to (R).

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http://dx.doi.org/10.1021/ol070207yDOI Listing

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