The C1-C6 region of the potent cytotoxic agent psymberin has been synthesized. The key transformations of the synthesis are an auxiliary-controlled addition of a Sn(II)-glycolate enolate to an aldehyde to yield the aldol product and transforming the primary alcohol into a terminal olefin utilizing organoselenium chemistry.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4124943PMC
http://dx.doi.org/10.1016/j.tetlet.2013.05.153DOI Listing

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