Enantioselective synthesis of a potential 1,5-syn-polyol C1-C24 subunit of (−)-caylobolide A

The synthesis of a possible 1,5-syn-polyol C1-C24 subunit resident in (−)-caylobolide A has been accomplished. The key reaction sequence was a repetitive protocol for the construction of the syn-1,5-diol segment by means of Ru-catalyzed cross-metathesis and boron-mediated allylation reactions.