Approaches to 1H??Cyclopropa [l] phenanthrenes. Eliminations with 1a, 9b??Dihydro??1H??cyclopropa [l] phenanthrene Derivatives
P Müller, HCN Thi, J Pfyffer
Index: Mueller, Paul; Thi, Huong Can Nguyen; Pfyffer, Jean Helvetica Chimica Acta, 1986 , vol. 69, p. 855 - 864
Full Text: HTML
Citation Number: 8
Abstract
Abstract Base-induced elimination of the sulfonium salt 2i in the presence of furan affords the addition products 7 and 8, derived from 1H-cyclopropa [l] phenanthrene (1) and the isomeric cyclopropene 5a (Scheme 3). Upon oxidation, the selenide 2c yields phenanthrene- 9-methanol (9), presumably via1. No evidence for the intermediate 1 is obtained from sulfoxide pyrolysis with 2e, which leads to products formed by radical pathways (Scheme ...
Related Articles:
[Wu, Xiaofeng; Liu, Jianke; Li, Xiaohong; Zanotti-Gerosa, Antonio; Hancock, Fred; Vinci, Daniele; Ruan, Jiwu; Xiao, Jianliang Angewandte Chemie - International Edition, 2006 , vol. 45, # 40 p. 6718 - 6722]
[Xie, Chunsong; Zhang, Yuhong; Yang, Yuzhu Chemical Communications, 2008 , # 39 p. 4810 - 4812]
[Lambert,J.B. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 9 p. 1480 - 1485]
Grignard reactions in pyridinium and phosphonium ionic liquids
[Ford, Leigh; Atefi, Farzad; Singer, Robert D.; Scammells, Peter J. European Journal of Organic Chemistry, 2011 , # 5 p. 942 - 950]
[Eisch, John J.; Galle, James E.; Piotrowski, Andrzej; Tsai, Miin-Rong Journal of Organic Chemistry, 1982 , vol. 47, # 26 p. 5051 - 5056]