TY - JOUR
T1 - Systematic evaluation of a few proline derivatives as catalysts for a direct aldol reaction
AU - Sutar, Revannath L.
AU - Joshi, Navalkishore N.
N1 - Funding Information:
Financial support for this work was provided by the National Chemical Laboratory (CSIR) through an ‘in house’ program. One of us (R.L.S.) thanks the CSIR, New Delhi, for a research scholarship. We are thankful to Mrs. S. Kunte for chiral HPLC analysis.
PY - 2013/1/15
Y1 - 2013/1/15
N2 - A series of pyrrolidine derivatives were prepared and examined as catalysts for an aldol reaction. Structural variations in these molecules involved altering the sterics at the α-position, the position of the carbonyl group, and the acidities of the hydrogen bonding sites. The effect of these factors on catalytic activity and enantioselectivity was studied. The experimental results revealed that additional sterics at the α-position were detrimental. However, no correlation was found between the catalytic activity and N-H acidity.
AB - A series of pyrrolidine derivatives were prepared and examined as catalysts for an aldol reaction. Structural variations in these molecules involved altering the sterics at the α-position, the position of the carbonyl group, and the acidities of the hydrogen bonding sites. The effect of these factors on catalytic activity and enantioselectivity was studied. The experimental results revealed that additional sterics at the α-position were detrimental. However, no correlation was found between the catalytic activity and N-H acidity.
UR - http://www.scopus.com/inward/record.url?scp=84872301420&partnerID=8YFLogxK
U2 - 10.1016/j.tetasy.2012.11.018
DO - 10.1016/j.tetasy.2012.11.018
M3 - Article
AN - SCOPUS:84872301420
VL - 24
SP - 43
EP - 49
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
SN - 0957-4166
IS - 1
ER -