title: Applications of ortho-quinone methide intermediates in catalysis and asymmetric synthesis.
abstract: Ortho-quinone methides are important synthetic intermediates and widely implicated in biological processes. In this Synopsis, recent advances concerning the synthesis and utility of these intermediates are discussed with a particular emphasis on metal-catalyzed formation of quinone methide intermediates. Additionally, applications of these intermediates as partners in asymmetric synthesis will be discussed including methods we have developed that involve the enantioselective Pd-catalyzed formation of ortho-quinone methides and the trapping of aforementioned intermediates with diverse nucleophiles.
authors: Department of Chemistry, University of Utah, Salt Lake City, Utah 84112, USA.
authors: Tejas P
authors: TP
authors: Pathak
authors: Matthew S
authors: MS
authors: Sigman
mesh_terms: D002384:Catalysis; D045563:Indolequinones / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D045563:Indolequinones; C068040:quinone methide