Facile, Efficient, and Diastereoselective Synthesis of Heterohelicene-like Molecules
Wei Lin , Guo-Lan Dou , Ming-Hua Hu , Cheng-Pao Cao , Zhi-Bin Huang *(黄志斌), and Da-Qing Shi * (史达清)
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China
Org. Lett. 2013, 15, 1238–1241.
A concise and efficient route to new and interesting heterohelicene-like molecules has been developed through the one-pot, cascade reductive coupling reaction of o-hydroxydiimines or o-nitrodiimines and triphosgene in the presence of TiCl4/Sm. Purification of the final products only required a single recrystallization leading to high purity. High diastereoselectivity was also achieved, and two structures of the final products were confirmed by X-ray diffraction analysis.
链接: //pubs.acs.org/doi/abs/10.1021/ol400154j