Sulfinyl-mediated stereoselective Overman rearrangements and Diels-Alder cycloadditions |
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| Authors: | Fernández de la Pradilla Roberto Colomer Ignacio Viso Alma |
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| Institution: | Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006 Madrid, Spain. iqofp19@iqog.csic.es |
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| Abstract: | The Overman rearrangement of allylic sulfinyl trichloroacetimidates affords sulfinyl trichloroacetamides with high stereoselectivity and excellent yields. Bis-allylic substrates lead to amido 2-sulfinyl butadiene derivatives in excellent yields, with total chemo- and diastereoselectivity. The Diels-Alder cycloaddition of related dienes is controlled by the sulfoxide moiety. |
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