Allylic fluorination via an unusual alkene z/e isomerisation

Laurenson, J.A.B. and Meiries, S. and Percy, J.M. and Roig, R., University of Leicester (Funder), Engineering and Physical Sciences Research Council (EPSRC) (Funder), WestCHEM (Funder) (2009) Allylic fluorination via an unusual alkene z/e isomerisation. Tetrahedron Letters, 50 (26). pp. 3571-3573. ISSN 0040-4039 (http://dx.doi.org/10.1016/j.tetlet.2009.03.068)

Abstract

The isomerisation of readily available (Z)-4-(para-methoxybenzyloxy)- 1 -chloro-2-butene was achieved under mild conditions to afford the much less accessible E-diastereoisomer. This was an effective Substrate in Sharpless asymmetric dihydroxylation (AD) reactions, delivering highly enantiomerically enriched fluorinated butene triol building blocks.

ORCID iDs

Percy, J.M. ORCID: https://orcid.org/0000-0001-8636-2704

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• Item metadata

  Item type:	Article
  ID code:	19093
  Dates:	Date Event 1 July 2009 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Strathprints Administrator
  Date deposited:	15 Jun 2010 09:26
  Last modified:	11 Nov 2024 09:26
  URI:	https://strathprints.strath.ac.uk/id/eprint/19093