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Issue 91, 2018
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Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral α-amino acid derivatives

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Abstract

A new asymmetric catalytic propargyl- and allylboration of hydrazonoesters is reported. The reactions utilize allenyl- and allylboronic acids in the presence of the inexpensive parent BINOL catalyst. The reactions can be performed under mild conditions (0 °C) without any metal catalyst or other additives affording sterically encumbered chiral α-amino acids. This is the first metal-free method for the asymmetric propargyl- and allylboration of hydrazonoesters.

Graphical abstract: Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral α-amino acid derivatives

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Publication details

The article was received on 03 Oct 2018, accepted on 24 Oct 2018 and first published on 24 Oct 2018


Article type: Communication
DOI: 10.1039/C8CC07908K
Chem. Commun., 2018,54, 12852-12855
  • Open access: Creative Commons BY license
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    Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral α-amino acid derivatives

    S. J. T. Jonker, C. Diner, G. Schulz, H. Iwamoto, L. Eriksson and K. J. Szabó, Chem. Commun., 2018, 54, 12852
    DOI: 10.1039/C8CC07908K

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