The regioselective outcome of ring rearrangement metathesis transformations performed on bicyclo[2.2.2]oct-2-ene derivatives

TETRAHEDRON LETTERS

卷:54

Article

Standen, Patricia E.¹  Kimber, Marc C.¹ 

[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

关键词: Bicyclic;    Grignard;    Ruthenium;    Metathesis;    Rearrangement;   

DOI  :  10.1016/j.tetlet.2013.05.112

来源: Elsevier

【 摘 要 】

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. (C) 2013 Elsevier Ltd. All rights reserved.

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