Automated structure elucidation of two unexpected products in a reaction of an alpha,beta-unsaturated pyruvate.
The reaction between an alpha,beta-unsaturated pyruvate and ethyl diazoacetate (EDA) yielded two unexpected products. The structures of these products were determined by automated elucidation of the chemical structures using spectroscopic inputs of a series of 1D and 2D NMR data using the computer program ACD/Structure Elucidator, StrucEluc. The formation of these products is rationalised. Their structures were also confirmed by x-ray crystallography.
Sharman
Gary J
GJ
AstraZeneca, Silk Road Business Park, Macclesfield, Cheshire SK10 2NA, UK. gary.sharman@astrazeneca.com
Jones
Ian C
IC
Parnell
Mark P
MP
Willis
Michael C
MC
Mahon
Mary F
MF
Carlson
Dean V
DV
Williams
Antony
A
Elyashberg
Mikhail
M
Blinov
Kirill
K
Molodtsov
Sergey G
SG
D000085:Acetates / Q000032:analysis* / Q000737:chemistry*; D000465:Algorithms; D003198:Computer Simulation; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D019289:Pyruvic Acid / Q000032:analysis* / Q000737:chemistry*
D000085:Acetates; D019289:Pyruvic Acid