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

作者：Wheatley Bronwen M M; Keay Brian A^*

来源：Journal of Organic Chemistry, 2007, 72(19): 7253-7259.

DOI：10.1021/jo071119u

[GRAPHICS]
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-beta-H Pd eliminations during the formation of 6 and 7.

• 出版日期2007-9-14