Synthesis of an All-syn Deoxypropionate Motif from Propylene

Polypropylene-type structures – termed deoxypropionate motifs – are characterized by alternately methylated alkyl chains containing multiple stereogenic centers and are relatively common in natural products synthesized by bacteria, which assemble these molecules by using propionyl- or methylmalonyl-CoA as a C3 building block. In organic synthesis, however, the stereocontrolled synthesis of enantiomerically pure deoxypropionate-type molecules constitutes a challenging endeavor. Recently, the group of Professor Kyoko Nozaki at The University of Tokyo (Japan) reported a groundbreaking method for the efficient synthesis of the all-syn deoxypropionate motif.

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