Stereoselective Synthesis of (-)-Spicigerolid
Yohan Georges, Xavier Ariza and Jordi Garcia
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So this was somewhat of a short paper, not having too many reactions, but when I saw the Sigmatropic rearrangement with a heteroatom there wasn't there was only one option.. Review this paper.

In the first step, they used the Carreira Procedure, where the zinc activates the C-H bond on the Alkyne. The mixture of the chiral NME and Zn give high yields of the optically active product. A good paper from Carreira referencing his techniques can be found here.

Next they did my favorite part, the sigmatropic rearrangement. Here a 3,3 Sigma rearrangment breaking a carbon oxygen bond and forming a different bond between a different oxygen and different carbon. This also seems to be more thermodynamically favorable due to the larger conjugated system in the resulting product, which in my opinion is absolutly required because the sigma could go along the other direction of the molecule since all of the oxygens have Ac protecting groups. In my opinion, a bad choice for just this reason, they could have put different protecting groups on the two alcohols after the alkyne coupling since the alcohol used in the sigma rearrangement is already protected.

Later in the paper they do another Alkyne carbonyl attack and then lindlar it to get the cis alkene. I personally would have attempted to couple it as the alkene against the carbonyl but they are the ones with the nice paper and ill give it to them for that.