65423-21-4Relevant articles and documents
Gold I-catalyzed highly diastereo- and enantioselective alkyne oxidation/cyclopropanation of 1,6-enynes
Qian, Deyun,Hu, Haoxiang,Liu, Feng,Tang, Bin,Ye, Weimin,Wang, Yidong,Zhang, Junliang
, p. 13751 - 13755 (2014)
A highly enantioselective oxidative cyclo-propanation of 1,6-enynes catalyzed by cationic AuI/ chiral phophoramidite complexes is presented. The new method provides convenient access to densely functionalized bicyclo[3.1.0]hexanes bearing three contiguous quaternary and tertiary stereogenic centers with high enantioselectivity (up to e.r. 98:2). Control experiments suggest that the quinoline moiety of the b-gold vinyloxyquinolinium intermediate in the reaction plays an important role in promoting good enantiose-lectivity through a transitional auxiliary effect in the transition state.