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Xuefeng Gao, Vikram Gaddam, Erich Altenhofer, Rama Rao Tata, Zhengxin Cai, Nattawut Yongpruksa, Aswin K. Garimallaprabhakaran and Prof. Michael Harmata C[BOND]H Activation in S-Alkenyl Sulfoximines: An Endo 1,5-Hydrogen Migration Angewandte Chemie International Edition 51

Version of Record online: 22 JUN 2012 | DOI: 10.1002/anie.201203258

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Intramolecular redox reaction: Heating N-alkyl, N-allyl-, and N-benzyl-substituted S-alkenyl sulfoximines under appropriate conditions results in the formation of NH-S-alkyl sulfoximines. The intramolecular redox reaction involves a hydride transfer that occurs by a 6-endo-trig process. The intermediates in the reaction can also give access to four- and six-membered heterocyclic rings and a new class of chiral dienes.

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