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The Journal of organic chemistry

Use of deuterium labeling studies to determine the stereochemical outcome of palladium migrations during an asymmetric intermolecular heck reaction

BMM Wheatley, BA Keay

文献索引:Wheatley, Bronwen M. M.; Keay, Brian A. Journal of Organic Chemistry, 2007 , vol. 72, # 19 p. 7253 - 7259

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被引用次数: 27

摘要

A series of deuterium labeling experiments showed that Pd migrations during an intermolecular asymmetric Heck reaction between phenyl triflate and various deuterated 2, 3- dihydrofurans (2b, 2c, 2d, 2e) occurs exclusively by either syn-1, 2-dyotropic shifts or a syn- chain-walking mechanism; no evidence was observed to support anti-1, 2-dyotropic shifts or anti-β-H Pd eliminations during the formation of 6 and 7.