Enantioselective Synthesis of L-CCG-I.
Introduction of natural menthol as the chiral auxiliary in a gamma-Br-alpha,beta-unsaturated ester leads to enantioselective generation of three chiral centers in a single step on reaction with a glycine anion equivalent to provide L-CCG-I in 94% ee.
Chavan
Subhash P
SP
Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411008, India. spchavan@dalton.ncl.res.in
Sharma
Pallavi
P
Sivappa
Rasapalli
R
Bhadbhade
Mohan M
MM
Gonnade
Rajesh G
RG
Kalkote
Uttam R
UR
D000600:Amino Acids, Dicarboxylic / Q000138:chemical synthesis* / Q000737:chemistry; D005998:Glycine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D007536:Isomerism; D008958:Models, Molecular; D008968:Molecular Conformation
D000600:Amino Acids, Dicarboxylic; D007202:Indicators and Reagents; C035261:(alpha-carboxycyclopropyl)glycine; D005998:Glycine