Crown ether catalyzed stereospecific synthesis of Z-and E-stilbenes by Wittig reaction in a solid-liquid two-phases system
G Bellucci, C Chiappe, GL Moro
Index: Bellucci, Giuseppe; Chiappe, Cinzia; Lo Moro, Giacomo Tetrahedron Letters, 1996 , vol. 37, # 24 p. 4225 - 4228
Full Text: HTML
Citation Number: 61
Abstract
Potassium hydroxide and a catalytic amound of 18-crown-6 are used, in alternative to the classical Wittig conditions, to prepare very rapidly and stereoselectively Z-and E-stilbenes. In particular, the use of benzyltriphenylphosphonium iodides always leads to a complete Z- stereospecificity, while benzyldiphenylchlorophosphonium salts give a complete E- stereospecificity.
Related Articles:
Palladium (0)-catalyzed arylation of olefins by arylamines and an alkyl nitrite
[Kikukawa, Kiyoshi; Maemura, Koji; Kiseki, Yasuyuki; Wada, Fumio; Matsuda, Tsutomu; Giam, Choo S. Journal of Organic Chemistry, 1981 , vol. 46, # 24 p. 4885 - 4888]
[Hajipour, Abdol Reza; Rafiee, Fatemeh; Rouho, Arnold E. Tetrahedron Letters, 2011 , vol. 52, # 37 p. 4782 - 4787]
[Hajipour, Abdol R.; Rafiee, Fatemeh Journal of Organometallic Chemistry, 2011 , vol. 696, # 13 p. 2669 - 2675]
Thiadiazolidine 1-oxide systems for phosphine-free palladium-mediated catalysis
[Buckley, Benjamin R.; Neary, Stephen P. Tetrahedron, 2010 , vol. 66, # 40 p. 7988 - 7994]
[Wang, Zhong-Xia; Chai, Zuo-Yun European Journal of Inorganic Chemistry, 2007 , # 28 p. 4492 - 4499]