Ligand-controlled C (sp3)–H arylation and olefination in synthesis of unnatural chiral α–amino acids

…, S Li, Y Deng, H Fu, BN Laforteza, JE Spangler…

Index: He, Jian; Li, Suhua; Deng, Youqian; Fu, Haiyan; Laforteza, Brian N.; Spangler, Jillian E.; Homs, Anna; Yu, Jin-Quan Science, 2014 , vol. 343, # 6176 p. 1216 - 1220

Full Text: HTML

Citation Number: 161

Abstract

Abstract The use of ligands to tune the reactivity and selectivity of transition metal catalysts for C (sp 3)–H bond functionalization is a central challenge in synthetic organic chemistry. Herein, we report a rare example of catalyst-controlled C (sp 3)–H arylation using pyridine and quinoline derivatives: The former promotes exclusive monoarylation, whereas the latter activates the catalyst further to achieve diarylation. Successive application of these ...

Related Articles:

Highly efficient stereoconservative amidation and deamidation of α-amino acids

[Shendage, Deepak M.; Froehlich, Roland; Haufe, Guenter Organic Letters, 2004 , vol. 6, # 21 p. 3675 - 3678]

Synthesis and evaluation of analogues of N-phthaloyl-l-tryptophan (RG108) as inhibitors of DNA methyltransferase 1

[Asgatay, Saaidia; Champion, Christine; Marloie, Gael; Drujon, Thierry; Senamaud-Beaufort, Catherine; Ceccaldi, Alexandre; Erdmann, Alexandre; Rajavelu, Arumugam; Schambel, Philippe; Jeltsch, Albert; Lequin, Olivier; Karoyan, Philippe; Arimondo, Paola B.; Guianvarc'H, Dominique Journal of Medicinal Chemistry, 2014 , vol. 57, # 2 p. 421 - 434]

Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 7. Cyclisation of amino acid derived α-phtnalimidoacyl ylides to give pyrroloisoindolediones

[Aitken, R. Alan; Cooper, Harris R.; Mehrotra, Amit P. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 5 p. 475 - 483]

More Articles...