Journal
ORGANIC LETTERS
Volume 6, Issue 13, Pages 2137-2140Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0493352
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A reagent combination of beta-SnO and catalytic [Rh(COD)CI](2) in THF-H2O promotes the reaction of propargyl bromides and aldehydes and directs the regioselectivity toward the formation of either allenic alcohols or homopropargylic alcohols. This highly regioselective either/or transformation proceeds via a transmetalation from rhodium to tin, in which metallotropic rearrangement between a propargylmetal and allenylmetal is arrested.
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