Electrophilic Oxidation of Stereodefined Polysubstituted Silyl Ketone Aminals

Jian Qiang Huang, Zackaria Nairoukh, Ilan Marek*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

We reported herein a practical approach to acyclic tertiary α-hydroxy carbonyl compounds in only two chemical steps from alkynes with excellent diastereoselectivity through the oxidation of stereodefined polysubstituted silyl ketone aminals. The products could be smoothly converted to synthetically useful enantiomerically enriched 1,2-diol derivatives.

Original languageAmerican English
Pages (from-to)614-618
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number5
DOIs
StatePublished - 7 Feb 2018
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • Chirality
  • Diols
  • Oxidation
  • Silylketone aminals
  • Synthetic methods
  • α-Hydroxy carbonyls

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