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Direct catalytic asymmetric alkynylation of ketoimines.

Authors :
Yin L
Otsuka Y
Takada H
Mouri S
Yazaki R
Kumagai N
Shibasaki M
Source :
Organic letters [Org Lett] 2013 Feb 01; Vol. 15 (3), pp. 698-701. Date of Electronic Publication: 2013 Jan 18.
Publication Year :
2013

Abstract

An efficient protocol for direct catalytic alkynylation of ketoimines is described. The simultaneous activation of a soft Lewis basic terminal alkyne and a ketoimine bearing a thiophosphinoyl group by soft Lewis acid Cu(I) is crucial for high conversion. The reaction can be rendered asymmetric with a chiral bisphosphine ligand (S,S)-Ph-BPE.

Details

Language :
English
ISSN :
1523-7052
Volume :
15
Issue :
3
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
23330983
Full Text :
https://doi.org/10.1021/ol3035609