Asymmetric synthesis of first generation molecular motors.

ABSTRACT: A general enantioselective route to functionalized first generation molecular motors is described. An enantioselective protonation of the silyl enol ethers of indanones by a Au(I)BINAP complex sets the stage for a highly diastereoselective McMurry coupling as a second enhancement step for enantiomeric excess. In this way various functionalized overcrowded alkenes could be synthesized in good yields (up to 78%) and good to excellent enantiomeric excess (85% ee->98% ee) values.

SUBMITTER: Neubauer TM 

PROVIDER: S-EPMC5055213 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature