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Tertiary Pentyl Groups Enhance Salen Titanium Catalyst for Highly Enantioselective Trimethylsilylcyanation of Aldehydes

Authors :
Sidney Liang
Xiu R. Bu
Source :
The Journal of Organic Chemistry. 67:2702-2704
Publication Year :
2002
Publisher :
American Chemical Society (ACS), 2002.

Abstract

tert-Pentyl groups are recognized to be highly effective steric groups that can enhance enantioselectivity of salen titanium complexes when they are used in asymmetrical cyanation of aromatic aldehydes. High ee (92-97%) has been obtained with several aldehyde substrates. Compared to its tert-butyl analogue, the tert-pentyl group has been found to improve enantioselectivity and in some cases quite dramatically.

Details

ISSN :
15206904 and 00223263
Volume :
67
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....b42d0d31fbe7bd90268e73f83e1eb182