Issue 11, 2016

The catalytic enantioselective synthesis of tetrahydroquinolines containing all-carbon quaternary stereocenters via the formation of aza-ortho-xylylene with 1,2-dihydroquinoline as a precursor

Abstract

Tetrahydroquinolines (THQs) with an all-carbon quaternary stereocenter were effectively obtained via the in situ formation of aza-ortho-xylylene (AOX) with easily accessible 1,2-dihydroquinolines as precursors. The reaction was rationalized with chiral phosporic acid to afford chiral THQs with high yield and excellent enantioselectivity.

Graphical abstract: The catalytic enantioselective synthesis of tetrahydroquinolines containing all-carbon quaternary stereocenters via the formation of aza-ortho-xylylene with 1,2-dihydroquinoline as a precursor

Supplementary files

Article information

Article type
Communication
Submitted
16 Sep 2015
Accepted
14 Dec 2015
First published
17 Dec 2015

Chem. Commun., 2016,52, 2304-2306

Author version available

The catalytic enantioselective synthesis of tetrahydroquinolines containing all-carbon quaternary stereocenters via the formation of aza-ortho-xylylene with 1,2-dihydroquinoline as a precursor

G. Li, H. Liu, Y. Wang, S. Zhang, S. Lai, L. Tang, J. Zhao and Z. Tang, Chem. Commun., 2016, 52, 2304 DOI: 10.1039/C5CC07752D

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