Highly Enantioselective Construction of Multifunctional Silicon-Stereogenic Silacycles by Asymmetric Enamine Catalysis

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Abstract

We report the first highly enantioselective construction of silicon-stereocenters by asymmetric enamine catalysis. An unprecedented desymmetric intramolecular aldolization of prochiral siladials was thus developed for the facile access of multifunctional silicon-stereogenic silacycles in high to excellent enantioselectivity. With an enal moiety, these adducts could be readily elaborated for the diverse synthesis of silicon-stereogenic compounds, and for late-stage modification.

Original languageEnglish
Article numbere202217724
JournalAngewandte Chemie - International Edition
Volume62
Issue number9
DOIs
StatePublished - 20 Feb 2023

Keywords

  • Asymmetric Enamine Catalysis
  • Desymmetric Adolization
  • Fluoroalkyl
  • Silacycles
  • Silicon-Stereocenter

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