Abstract
A new organocatalytic cascade reaction of stable sulfur ylides and nitroolefins catalyzed by thiourea 1 and DMAP to afford diverse oxazolidin-2-ones with high diastereoselectivities is reported. The scope of the nitroolefins and the sulfur ylides has been studied. Too stable or too sterically hindered ylides cannot be employed by this protocol. Furthermore a catalytic cycle is proposed that involves intermediates A and B, which is supported by D- and ¹³C-labeling experiments.
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