Beilstein J. Org. Chem.2018,14, 2313–2320, doi:10.3762/bjoc.14.206
10.3762/bjoc.14.206 Abstract The stereoselective total synthesis of strongylodiol H and I has been accomplished. The synthetic procedure comprised the stereoselective reduction of a ketone functionality in an ene–yne–one employing CBS as a catalyst and a Cadiot–Chodkiewiczcoupling reaction as the key
reaction steps. A common aldehyde intermediate has been used for the synthesis of both strongylodiols.
Keywords: alkylation; Cadiot–Chodkiewiczcoupling; Corey–Bakshi–Shibata reduction; Mosher’s analysis; Wittig reaction; Introduction
Diacetylenic polyol compounds [1][2] originated from marine sources
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Graphical Abstract
Figure 1:
Proposed structures of a selection of diacetylenic polyol natural products.