Electron??Withdrawing, Biphenyl??2, 2′??diol??Based Compounds for Asymmetric Catalysis

EG Gutierrez, EJ Moorhead, EH Smith…

Index: Gutierrez, Elisa G.; Moorhead, Eric J.; Smith, Eva H.; Lin, Vivian; Ackerman, Laura K. G.; Knezevic, Claire E.; Sun, Victoria; Grant, Sharday; Wenzel, Anna G. European Journal of Organic Chemistry, 2010 , # 16 p. 3027 - 3031

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Citation Number: 11

Abstract

Abstract Facile synthetic routes to a chiral chloro-substituted biphenyl-2, 2′-diyl hydrogen phosphate and a chiral O, O-biphenyl-2, 2′-diyl phosphoramidothioate are described. The performance of these compounds as catalysts for the hydrophosphonylation of imines and the Friedel–Crafts alkylation of indole was investigated. In the latter reaction, the chloro- substituted phosphoric acid derivative was found to rival the best Brønsted acid catalysts ...