Efficient and convergent stereocontrolled spiroannulation of ketones

Marko, Istvan;Declercq, Jean-Paul;Vanherck, JC.;Ates, Ali;Tinant, Bernard
(2003) Tetrahedron Letters — Vol. 44, n° 16, p. 3333-3336 (2003)

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Authors
  • Marko, IstvanUCLouvain
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
  • Vanherck, JC.
    Author
  • Ates, AliUCLouvain
    Author
  • Tinant, BernardUCLouvain
    Author
Abstract
Upon treatment with t BuOK/H2O, a variety of omega-halo-beta-keto-ketals undergo smooth cyclisation, affording in excellent yields mono-protected [n,m] spiro bicyclic diketones. This transformation is highly stereoselective producing, in all cases, the diastereoisomerically pure spiro derivatives. (C) 2003 Elsevier Science Ltd. All rights reserved.
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Citations

Marko, I., Declercq, J.-P., Vanherck, JC., Ates, A., & Tinant, B. (2003). Efficient and convergent stereocontrolled spiroannulation of ketones. Tetrahedron Letters, 44(16), 3333-3336. https://doi.org/10.1016/S0040-4039(03)00573-2 (Original work published 2003)