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Catalytic Asymmetric Functionalization of Inert Bonds and Synthesis of Bioactive Natural Products

Nicolai Cramer

CHIMIA · 2011

doi:10.2533/chimia.2011.656 (opens in a new tab)

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Abstract

The direct and enantioselective functionalization of inert bonds such as carbon–hydrogen and carbon–carbon is an emerging tool towards more sustainable and efficient synthetic methods. The individual activation pathways like concerted deprotonation metalations, directed activations, ?-carbon eliminations or retro-allylations proceed by completely different mechanisms and therefore have complementary requirements and different associated challenges. A careful fine-tuning of the transition-metal complex is critical for each mechanism, but a very broad structural space can be covered as well. These methods enhance the synthetic chemist's toolbox allowing more concise, efficient synthetic routes to be executed in target-oriented synthesis. This is illustrated by the examples of a synthesis of largazole and the core of stachyflin from our group.

Abstract licence: CC BY-NC

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