The regioselective outcome of ring rearrangement metathesis transformations performed on bicyclo[2.2.2]oct-2-ene derivatives
journal contributionposted on 09.01.2014 by Patricia E. Standen, Marc Kimber
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Treatment of bicyclo[2.2.2]oct-2-en-7-one with organometallic reagents gives the addition products in good yield and moderate diastereoselectivities in favour of the syn-products. Subsequent exposure of these addition products to ruthenium catalysed ring rearrangement metathesis (RRM) conditions reveals significant product divergence as a consequence of the newly acquired stereocentre.