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Synthesis 2013; 45(12): 1683-1688
DOI: 10.1055/s-0033-1338478
paper
© Georg Thieme Verlag Stuttgart · New York

Preparation of a Nylon-11 Precursor from Renewable Canola Oil

Nicolas Daniel Spiccia
School of Chemistry, Monash University, Clayton 3800, Australia   Fax: +61(3)99054597   Email: andrea.robinson@monash.edu
,
Emily Border
School of Chemistry, Monash University, Clayton 3800, Australia   Fax: +61(3)99054597   Email: andrea.robinson@monash.edu
,
Jayamini Illesinghe
School of Chemistry, Monash University, Clayton 3800, Australia   Fax: +61(3)99054597   Email: andrea.robinson@monash.edu
,
William Roy Jackson
School of Chemistry, Monash University, Clayton 3800, Australia   Fax: +61(3)99054597   Email: andrea.robinson@monash.edu
,
Andrea Jane Robinson*
School of Chemistry, Monash University, Clayton 3800, Australia   Fax: +61(3)99054597   Email: andrea.robinson@monash.edu
› Author Affiliations
Further Information

Publication History

Received: 04 February 2013

Accepted after revision: 15 April 2013

Publication Date:
17 May 2013 (online)

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Dedicated to Professor David Cole-Hamilton on the occasion of his retirement and for his outstanding contribution to transition-metal catalysis

Abstract

We report a multi-catalytic sequence to a valuable nylon-11 precursor, methyl 11-aminoundecanoate, which is prepared by a ruthenium-catalysed cross-metathesis and a highly regioselective palladium-catalysed amination–hydrogenation reaction, from canola oil, a renewable, natural vegetable oil feedstock.

Key words

metathesis - hydrogenation - amination - catalysis - polymers - nylon-11 - canola - renewable

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    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
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