title: Selective synthesis of either enantiomer of an anti-breast cancer agent via a common enantioenriched intermediate.
abstract: A stereoselective synthesis of a bioactive triarylmethane is described. Key to the synthesis is a nickel-catalyzed Suzuki-Miyaura coupling which proceeds with retention at the benzylic center. This method is complementary to our previously reported nickel-catalyzed Kumada coupling which proceeds with inversion. Together, the two methods allow for efficient access to either enantiomer of biologically relevant triarylmethanes from a common enantioenriched intermediate.
authors.affiliation: Department of Chemistry, University of California, Irvine, Irvine, CA 92697 (USA).
authors.forename: Aaron George
authors.initials: AG
authors.lastname: Johnson
authors.affiliation: Department of Chemistry, University of California, Irvine, Irvine, CA 92697 (USA).
authors.forename: Marissa M
authors.initials: MM
authors.lastname: Tranquilli
authors.affiliation: Department of Chemistry, University of California, Irvine, Irvine, CA 92697 (USA).
authors.forename: Michael R
authors.initials: MR
authors.lastname: Harris
authors.affiliation: Department of Chemistry, University of California, Irvine, Irvine, CA 92697 (USA).
authors.forename: Elizabeth R
authors.initials: ER
authors.lastname: Jarvo
keywords: anti-cancer agent; cross-coupling; nickel; stereospecific; triarylmethane