Elsevier, Tetrahedron Letters, 46(54), p. 6242-6246, 2013
DOI: 10.1016/j.tetlet.2013.09.020
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Depending on their relative orientation, coupled oscillating carbonyl groups provide a VCD spectrum with a characteristic CO bond stretching region showing a strong bisignate VCD feature, which can be readily predicted adopting long available semiempirical methods. The extended coupled oscillator (ECO) formalism has been used to assign the absolute configuration of a recently synthesized chiral 3-substituted isoindolinone. The prediction of (S) configuration for the (-) enantiomer has been confirmed by quantum mechanical calculations.