Abstract
AbstractHydrozirconation of propargylic selenides (1) or 4‐phenylseleno‐1‐butyne (2) with Cp2ZrHCl, followed by in situ transmetalation to cuprate (Me2Cu(CN)Li2) and addition of enones, led to the formation of 1,4‐adducts in good yields. The adducts derived from 1 were subjected to oxidation with H2O2 to afford allylic alcohol derivatives via [2,3] sigmatropic rearrangement of allylic selenides. On the other hand, the oxidation of the products derived from 2 gave the corresponding ketones having a conjugated diene moiety at the β‐position via selenoxide elimination. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:545–552, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20720
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