Tetrahedron

A fluorous Mukaiyama coupling reagent for a concise condensation reaction: utility of medium-fluorous strategy

…, Y Kurata, Y Kunda, A Miyazaki, J Matsui, S Nakamura…

Index: Sugiyama, Yuya; Kurata, Yuki; Kunda, Yoko; Miyazaki, Atsushi; Matsui, Junko; Nakamura, Shuichi; Hamamoto, Hiromi; Shioiri, Takayuki; Matsugi, Masato Tetrahedron, 2012 , vol. 68, # 20 p. 3885 - 3892

Full Text: HTML

Citation Number: 14

Abstract

The entire study of condensation reactions using various fluorous Mukaiyama reagents, including a novel medium-fluorous strategy, is described. A Mukaiyama reagent bearing a medium-fluorous content tag, between 40 and 60% fluorine by weight, was prepared and examined in ester and amide-forming condensation reactions. At the end of the reactions, the fluorous pyridone by-product was effectively separated from non-fluorous components ...

Related Articles:

Fluoride-mediated boronic acid coupling reactions

[Wright, Stephen W.; Hageman, David L.; McClure, Lester D. Journal of Organic Chemistry, 1994 , vol. 59, # 20 p. 6095 - 6097]

Design, synthesis, and structure− affinity relationships of novel series of sialosides as CD22-specific inhibitors

[Abdu-Allah, Hajjaj H. M.; Tamanaka, Taichi; Yu, Jie; Zhuoyuan, Lu; Sadagopan, Magesh; Adachi, Takahiro; Tsubata, Takeshi; Kelm, Soerge; Ishida, Hideharu; Kiso, Makoto Journal of Medicinal Chemistry, 2008 , vol. 51, # 21 p. 6665 - 6681]

Fluoride-mediated boronic acid coupling reactions

[Wright, Stephen W.; Hageman, David L.; McClure, Lester D. Journal of Organic Chemistry, 1994 , vol. 59, # 20 p. 6095 - 6097]

Mechanistic aspects of ketene formation deduced from femtosecond photolysis of diazocyclohexadienone, o-phenylene thioxocarbonate, and 2-chlorophenol

[Wang, Jin; Burdzinski, Gotard; Kubicki, Jacek; Platz, Matthew S. Journal of the American Chemical Society, 2008 , vol. 130, # 33 p. 11195 - 11209]

A simple, efficient, green, cost effective and chemoselective process for the esterification of carboxylic acids

[Rekha; Ramani, Modukuri V.; Ratnamala; Rupakalpana, Vempati; Subbaraju, Gottumukkala V.; Satyanarayana, Chava; Rao, C. Someswara Organic Process Research and Development, 2009 , vol. 13, # 4 p. 769 - 773]

More Articles...