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Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Subsequent Rearrangement

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Organolithiums in Enantioselective Synthesis

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 5))

Abstract

Enantioselective carbanion rearrangements induced by lithiation α to oxygen have recently progressed dramatically. In this chapter, an overview of this field is presented. The first section concerns asymmetric Wittig rearrangements. Asymmetric retro-Brook rearrangements are then covered, followed by rearrangements of phosphate to phosphonate. The last section reviews asymmetric rearrangements of lithiated epoxides.

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Author information

Authors and Affiliations

  1. Dyson Perrins Laboratory, Department of Chemistry, University of Oxford, South Parks Road, Oxford, OX1 3QY, UK

    David M. Hodgson & Emmanuel Gras

  2. Department of Applied Chemistry, Tokyo Institute of Technology, Meguro-ku, Tokyo, 152-8552, Japan

    Katsuhiko Tomooka

Authors
  1. David M. Hodgson
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  2. Katsuhiko Tomooka
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  3. Emmanuel Gras
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Editors and Affiliations

  1. Dyson Perrins Laboratory Department of Chemistry, University of Oxford, South Parks Road, Oxford, 0X1 3QY, UK

    David M. Hodgson

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Hodgson, D.M., Tomooka, K., Gras, E. (2003). Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Subsequent Rearrangement. In: Hodgson, D.M. (eds) Organolithiums in Enantioselective Synthesis. Topics in Organometallic Chemistry, vol 5. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-36117-0_7

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  • DOI: https://doi.org/10.1007/3-540-36117-0_7

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  • Print ISBN: 978-3-540-00104-1

  • Online ISBN: 978-3-540-36117-6

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