Leaving group assistance in the La3+-catalyzed cleavage of dimethyl (o-methoxycarbonyl) aryl phosphate triesters in methanol

…, GE Garrett, AA Neverov, RS Brown

Index: Edwards, David R.; Neverov, Alexei A.; Brown, R. Stan Journal of the American Chemical Society, 2009 , vol. 131, p. 368 - 377

Full Text: HTML

Citation Number: 26

Abstract

The catalytic methanolysis of a series of dimethyl aryl phosphate triesters where the aryl groups contain an o-methoxycarbonyl (o-CO2Me) substituent (4a− i) was studied at 25° C in methanol containing La3+ at various concentrations and sspH. Determination of the second- order rate constant for La3+ 2-catalyzed cleavage of substrate 4a (dimethyl (o- methoxycarbonyl) phenyl phosphate) as a function of sspH was assessed in terms of a ...

Related Articles:

Synthesis, structural investigations, hydrogen− deuterium exchange studies, and molecular modeling of conformationally stablilized aromatic oligoamides

[Yan, Yan; Qin, Bo; Ren, Changliang; Yip, Yeow Kwan; Ye, Ruijuan; Zeng, Huaqiang; Chen, Xiuying; Su, Haibin; Zhang, Dawei Journal of the American Chemical Society, 2010 , vol. 132, # 16 p. 5869 - 5879]

Synthesis and cannabinoid activity of a variety of 2, 3-substituted 1-benzo [b] thiophen derivatives and 2, 3-substituted benzofuran: Novel agonists for the CB1 receptor

[Moloney, Gerard P.; Angus, James A.; Robertson, Alan D.; Stoermer, Martin J.; Robinson, Michael; Lay, Lucy; Wright, Christine E.; McRae, Ken; Christopoulos, Arthur Australian Journal of Chemistry, 2008 , vol. 61, # 7 p. 484 - 499]

The first total synthesis of lactonamycin, a hexacyclic antitumor antibiotic

[Tatsuta, Kuniaki; Tanaka, Hiroaki; Tsukagoshi, Hitomi; Kashima, Takafumi; Hosokawa, Seijiro Tetrahedron Letters, 2010 , vol. 51, # 42 p. 5546 - 5549]

Leaving group assistance in the La3+-catalyzed cleavage of dimethyl (o-methoxycarbonyl) aryl phosphate triesters in methanol

[Edwards, David R.; Liu, C. Tony; Garrett, Graham E.; Neverov, Alexei A.; Brown, R. Stan Journal of the American Chemical Society, 2009 , vol. 131, # 38 p. 13738 - 13748]

Total synthesis and absolute configuration of riccardiphenols A and B, isolated from the liverwort Riccardia crassa

[Tori; Hamaguchi; Sagawa; Sono; Asakawa Journal of Organic Chemistry, 1996 , vol. 61, # 16 p. 5362 - 5370]

More Articles...