1240492-42-5Relevant articles and documents
Enantio- and regioselective iridium-catalyzed allylic esterification
Qu, Jianping,Rossberg, Lydia,Helmchen, Guenter
supporting information, p. 1272 - 1275 (2014/02/14)
A highly enantioselective and regioselective Ir-catalyzed allylic esterification is described, in which branched allylic esters are synthesized directly. Carboxylates were used as nucleophiles and linear allylic phosphates as electrophiles. In some cases the allylic substitution reaction was found to be accompanied by a kinetic resolution process, which causes a change of the enantiomeric excess.
Enantioselective synthesis of trans-aryl-and-heteroaryl-substituted cyclopropylboronates by copper (I)-catalyzed reactions of allylic phosphates with a diboron derivative
Zhong, Chongmin,Kunii, Shun,Kosaka, Yuki,Sawamura, Masaya,Ito, Hajime
supporting information; experimental part, p. 11440 - 11442 (2010/10/04)
A new asymmetric route for the synthesis of trans-2-aryl- and -heteroaryl-substituted cyclopropylboronates has been developed. (Z)-3-arylallylic phosphates were converted to the optically active products with high yield and diastereo- and enantioselectivity through a copper(I)-catalyzed reaction with a diboron derivative. Under mild reaction conditions, the reaction affords the arylcyclopropane products with a functional group and a heteroaromatic group in a highly enantioselective manner. When (E)-allylic phosphates were used as substrates, a ligand-controlled product switch between the trans and cis configurations was observed.