863223-08-9Relevant academic research and scientific papers
Preparation of homoallylic homopropargylic alcohols from 2-vinyloxiranes
Maddess, Matthew L.,Lautens, Mark
, p. 3557 - 3560 (2007/10/03)
(Chemical Equation Presented) β,γ-Unsaturated aldehydes generated in situ by treatment of 2-vinyloxiranes with a catalytic amount of Sc(OTf)3 or BF·OEt2 are effectively trapped by B-allenyl-9-BBN to afford homoallylic homopropargylic alcohols in high yield. An enantioselective version has been demonstrated, and a convenient synthesis of 9-allenyl-9-BBN is described.
