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Total synthesis of elansolids B1 and B2

Liang-Liang Wang, Andreas Kirschning

Beilstein Journal of Organic Chemistry · 2017

doi:10.3762/bjoc.13.124 (opens in a new tab)

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Abstract

The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.

Abstract licence: CC BY

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