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

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posted on 09.01.2014 by Patricia E. Standen, Marc Kimber
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.

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School

  • Science

Department

  • Chemistry

Citation

STANDEN, P.E. and KIMBER, M.C., 2013. The regioselective outcome of ring rearrangement metathesis transformations performed on bicyclo[2.2.2]oct-2-ene derivatives. Tetrahedron Letters, 54 (31), pp. 4098 - 4101

Publisher

© Elsevier Ltd

Version

AM (Accepted Manuscript)

Publication date

2013

Notes

This article was published in the journal, Tetrahedron Letters [© Elsevier Ltd]. The definitive version is available at: http://dx.doi.org/10.1016/j.tetlet.2013.05.112

ISSN

0040-4039

Language

en

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