Direct enantio- and diastereoselective Mannich reactions of malonate and beta-keto esters with N-Boc and N-Cbz aldimines catalysed by a bifunctional cinchonine derivative

Chemical Communications : Chem Comm
A Louise TillmanDarren J Dixon

Abstract

A highly enantioselective Mannich reaction between malonate esters and N-Boc and N-Cbz aldimines, catalysed by a bifunctional cinchonine derivative, has been developed; extension of this methodology to encompass the use of 2-substituted-1,3-dicarbonyl nucleophiles allows the formation of adjacent stereocentres, one of which is quaternary, in high relative and absolute stereocontrol.

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Citations

Jun 22, 2006·Journal of the American Chemical Society·Yong-Qiang WangLi Deng
May 29, 2007·Chemical Communications : Chem Comm·Barbara Niess, Karl Anker Jørgensen
May 31, 2007·Chemical Communications : Chem Comm·Tian-Yu LiuYing-Chun Chen
Aug 31, 2007·Chemical Communications : Chem Comm·Peter DinérKarl Anker Jørgensen
May 29, 2008·Chemical Communications : Chem Comm·Stephen J Connon
Feb 14, 2009·Chemical Communications : Chem Comm·Youming ShenCan-Cheng Guo
Feb 8, 2007·Organic & Biomolecular Chemistry·A Louise Tillman, Darren J Dixon
Dec 14, 2007·Organic & Biomolecular Chemistry·Oscar Prieto, Hon Wai Lam
Jul 20, 2018·Organic & Biomolecular Chemistry·Soumendranath Mukhopadhyay, Subhas Chandra Pan
Apr 17, 2012·Angewandte Chemie·Bin TanCarlos F Barbas
May 27, 2006·Organic & Biomolecular Chemistry·Tian-Yu LiuYing-Chun Chen
Sep 20, 2007·Organic & Biomolecular Chemistry·Stephen G DaviesJames E Thomson
Jan 26, 2010·Chemistry, an Asian Journal·Shū KobayashiYasuhiro Yamashita
Apr 27, 2010·Chemical Society Reviews·Barbara WeinerBen L Feringa
Apr 22, 2010·Angewandte Chemie·Manabu HatanoKazuaki Ishihara
Mar 30, 2007·Chemical Communications : Chem Comm·Giuseppe BartoliPaolo Melchiorre
Jan 27, 2009·Chemical Society Reviews·Claudio PalomoRosa López

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