1217263-89-2Relevant academic research and scientific papers
Catalytic enantioselective halolactonization of enynes and Alkenes
Zhang, Wei,Liu, Na,Schienebeck, Casi M.,Decloux, Kyle,Zheng, Suqing,Werness, Jenny B.,Tang, Weiping
supporting information; experimental part, p. 7296 - 7305 (2012/07/03)
New organocatalysts have been developed for the enantioselective halolactonization of (Z)-1,3-enynes and 1,1-disubstituted alkenes. In the case of 1,3-enynes, the carboxylate nucleophile and halogen electrophile were added to the conjugated π-system from the same face. Up to 99%ee was achieved for the 1,4-syn-bromolactonization of conjugated (Z)-1,3-enynes. Based on the results from the enyne halolactonization, a second generation of catalysts was designed for simple olefins. Up to 91%ee was observed for chlorolactonization of 1,1-disubstituted alkenes. The catalysts developed for the enantioselective halolactonization of both enynes and alkenes are composed of a cinchona alkaloid skeleton tethered to a urea group.
