Synlett 2015; 26(03): 350-351
DOI: 10.1055/s-0034-1379548
cluster
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Copper-Catalyzed Reductive Coupling of Vinylazaarenes with N-Boc Aldimines

Bonnie Choi
a   EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King’s Buildings, West Mains Road, Edinburgh EH9 3JJ, UK
b   School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK   Fax: +44(115)9513555   Email: hon.lam@nottingham.ac.uk
,
Aakarsh Saxena
a   EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King’s Buildings, West Mains Road, Edinburgh EH9 3JJ, UK
,
Joshua J. Smith
a   EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King’s Buildings, West Mains Road, Edinburgh EH9 3JJ, UK
b   School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK   Fax: +44(115)9513555   Email: hon.lam@nottingham.ac.uk
,
Gwydion H. Churchill
c   AstraZeneca Process Research and Development, Charter Way, Silk Road Business Park, Macclesfield, Cheshire, SK10 2NA, UK
,
Hon Wai Lam*
a   EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King’s Buildings, West Mains Road, Edinburgh EH9 3JJ, UK
b   School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK   Fax: +44(115)9513555   Email: hon.lam@nottingham.ac.uk
› Author Affiliations
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Publication History

Received: 16 September 2014

Accepted after revision: 22 October 2014

Publication Date:
21 November 2014 (online)


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Abstract

The diastereo- and enantioselective reductive coupling of vinylazaarenes with N-Boc aldimines is described. The reactions proceed using chiral copper–bisphosphine complexes in the presence of TMDS as a hydride source to give reductive coupling products in moderate to high enantioselectivities.

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