Highly Selective Nonenzymatic Chiral Induction into 3-Methylglutaric Acid and cis-4-Cyclohexen-1,2-ylenebis(acetic acid) Utilizing a Functional Five-Membered Heterocycle 4(R)-MCTT

Article abstract of DOI:10.1021/jo00221a022

Diamide 8, prepared by treatment of 3-methylglutaric acid (1) with 4(R)-MCTT (5) in the presence of DCC in pyridine, was subjected to aminolysis with 1 equiv of piperidine in CH2Cl2 at -30 deg C to give a mixture of diastereomers 9a and 10a in a 88:12 rat