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Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral alpha-amino acid derivatives
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-5402-8418
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0001-5883-0961
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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Number of Authors: 62018 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 54, no 91, p. 12852-12855Article in journal (Refereed) Published
Abstract [en]

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 degrees C) without any metal catalyst or other additives affording sterically encumbered chiral -amino acids. This is the first metal-free method for the asymmetric propargyl- and allylboration of hydrazonoesters.

Place, publisher, year, edition, pages
2018. Vol. 54, no 91, p. 12852-12855
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Chemical Sciences
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URN: urn:nbn:se:su:diva-162762DOI: 10.1039/c8cc07908kISI: 000449967600011PubMedID: 30375599OAI: oai:DiVA.org:su-162762DiVA, id: diva2:1274615
Available from: 2019-01-02 Created: 2019-01-02 Last updated: 2019-01-02Bibliographically approved

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Jonker, Sybrand J. T.Diner, ColinIwamoto, HiroakiEriksson, LarsSzabó, Kálmán J.
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