Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5271032 | Tetrahedron Letters | 2013 | 4 Pages |
Abstract
A highly enantioselective synthesis of biologically useful tetrahydroquinolines has been developed through the asymmetric organocatalytic conjugate addition-cyclization reaction of malonates with o-N-protected aminophenyl α,β-unsaturated aldehydes using a diphenylprolinol TMS ether as an organocatalyst followed by reductive deoxygenation. This novel protocol allows for the formation of 4-substituted chiral tetrahydroquinolines, which are not easily accessible using other methodologies, in good yields with high enantioselectivities (up to >99% ee).
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Seungpyeong Heo, Shinae Kim, Sung-Gon Kim,