Palladium-catalyzed enantioselective oxidation of alcohols: a dramatic rate acceleration by Cs2CO3/t-BuOH.
作者： Jeffrey T. Bagdanoff , Eric M. Ferreira , Brian M. Stoltz
DOI: 10.1021/OL027463P
关键词: Palladium 、 Chemistry 、 Photochemistry 、 Catalysis 、 Kinetics 、 Kinetic resolution 、 Alcohol oxidation 、 Enantioselective synthesis 、 tert-Butyl alcohol 、 Selectivity
摘要: The addition of Cs_2CO_3 and t-BuOH provides a dramatic rate acceleration in the palladium-catalyzed aerobic oxidative kinetic resolution secondary alcohols while maintaining selectivity process.
acs.org
sci-hub.se 参考文章(6)
Takahiro Nishimura, Tomoaki Onoue, Kouichi Ohe, Sakae Uemura, Palladium(II)-Catalyzed Oxidation of Alcohols to Aldehydes and Ketones by Molecular Oxygen. Journal of Organic Chemistry. ,vol. 64, pp. 6750- 6755 ,(1999) , 10.1021/JO9906734
Bradley A. Steinhoff, Shannon S. Stahl, Ligand-modulated palladium oxidation catalysis: mechanistic insights into aerobic alcohol oxidation with the Pd(OAc)(2)/pyridine catalyst system. Organic Letters. ,vol. 4, pp. 4179- 4181 ,(2002) , 10.1021/OL026988E
Eric M. Ferreira, Brian M. Stoltz, The palladium-catalyzed oxidative kinetic resolution of secondary alcohols with molecular oxygen. Journal of the American Chemical Society. ,vol. 123, pp. 7725- 7726 ,(2001) , 10.1021/JA015791Z
Jaime A. Mueller, David R. Jensen, Matthew S. Sigman, Dual role of (-)-sparteine in the palladium-catalyzed aerobic oxidative kinetic resolution of secondary alcohols. Journal of the American Chemical Society. ,vol. 124, pp. 8202- 8203 ,(2002) , 10.1021/JA026553M
Victor S. Martin, Scott S. Woodard, Tsutomu Katsuki, Yasuhiro Yamada, Masonari Ikeda, K. Barry Sharpless, Kinetic resolution of racemic allylic alcohols by enantioselective epoxidation. A route to substances of absolute enantiomeric purity Journal of the American Chemical Society. ,vol. 103, pp. 6237- 6240 ,(1981) , 10.1021/JA00410A053
David R. Jensen, Jacob S. Pugsley, Matthew S. Sigman, Palladium-catalyzed enantioselective oxidations of alcohols using molecular oxygen. Journal of the American Chemical Society. ,vol. 123, pp. 7475- 7476 ,(2001) , 10.1021/JA015827N