Tertiary pentyl groups enhance salen titanium catalyst for highly enantioselective trimethylsilylcyanation of aldehydes.
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.
Liang
Sidney
S
Department of Chemistry, Clark Atlanta University, Atlanta, GA 30314, USA.
Bu
Xiu R
XR
D000097:Acetonitriles / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D005029:Ethylenediamines / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010420:Pentanes / Q000737:chemistry*; D017655:Silicon Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014025:Titanium / Q000737:chemistry*
D000097:Acetonitriles; D000447:Aldehydes; D005029:Ethylenediamines; D010420:Pentanes; D017655:Silicon Compounds; C045516:mandelonitrile; C011452:disalicylaldehyde ethylenediamine; D014025:Titanium