Platinum(II)‐Catalyzed Reaction of γ,δ‐Ynones with Alkenes for the Construction of 8‐Oxabicyclo[3.2.1]octane Skeletons: Generation of Platinum‐Containing Carbonyl Ylides from Acyclic Precursors

Two types of bicycles can be prepared selectively by the title reaction, depending on whether or not a substituent is present at the propargylic position of the ynone substrate (see scheme). The cycloaddition of carbonyl ylides derived from γ,δ-ynones with vinyl ethers (or styrene) gave intermediate bicyclic carbene complexes, which underwent a 1,2-hydrogen-atom shift or rearrangement to provide the products. R1=alkyl, Ph; R3=alkyl. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z705129_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.