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. Author manuscript; available in PMC: 2016 Oct 2.
Published in final edited form as: Org Lett. 2015 Oct 2;17(19):4686–4689. doi: 10.1021/acs.orglett.5b02056

Scheme 2.

Scheme 2

Synthesis of vinyl pyran 5 via site-selective allylation of diol 1.a

aCited yields are of diastereomeric mixtures isolated by silica gel chromatography. Diastereomeric ratios were determined by 1H NMR analysis of crude reaction mixtures. See Supporting Information for further experimental details, including recovery and recycling of the iridium catalyst.