Automated structure elucidation of two unexpected products in a reaction of an alpha,beta-unsaturated pyruvate

Reference:

Sharman, G. J., Jones, I. C., Parnell, M. P., Willis, M. C., Mahon, M. F., Carlson, D. V., Williams, A., Elyashberg, M., Blinov, K. and Molodtsov, S. G., 2004. Automated structure elucidation of two unexpected products in a reaction of an alpha,beta-unsaturated pyruvate. Magnetic Resonance in Chemistry, 42 (7), pp. 567-572.

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Abstract

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. Copyright (C) 2004 John Wiley Sons, Ltd.

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