Alkylation of δ-ketoesters : a mechanism change depending on conformational mobility and substituent effects on stereoselection.

  • Di Maio D
  • Vecchi E
  • Zeuli E
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Abstract

Kinetic evidence shows that the two groups of a δ-ketoester can interact in the transition state of a Grignard reaction. This promotes high stereoselectivity by chiral center far from the ketonic group and produces good correlations between stereoselection and electronic effects of substituents. © 1982.

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Authors

  • D. Di Maio

  • E. Vecchi

  • E. Zeuli

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