Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 2, Pages 252-254Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201501325
Keywords
1,3-Diols; Total synthesis; Olefination; Natural products; Stereoselectivity
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A new chiral building block for the direct installation of the 1,3-diol motif is presented. Aldehyde olefination followed by directed reduction allows for the synthesis of both the syn- and the anti-configured diol in a fully stereocontrolled way. The building block was used for the total synthesis of naturally occurring 1,2,4-trihydroxynonadecanes starting from pentadecanal.
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