The polyene motif is prevalent in small molecules derived from a wide range of biosynthetic pathways, including polyketides, hybrid peptides/polyketides, polyterpenes, and fatty acids.  These natural products are highly modular in their constitution, which suggests a potential general capacity for simple, efficient, and flexible construction via iterative cross-coupling of pre-assembled building blocks.  Herein we describe how the iterative assembly of 12 halo MIDA boronate building blocks using one reaction and a common set of conditions allows for the construction of the core polyene motifs found in >75% of all polyene natural products that have been isolated to date.

Synthesis of most polyene natural product motifs using just twelve building blocks and one reaction

246th National Meeting (2013)

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