title: Total synthesis of kingianin A.
abstract: A 12-step synthesis of kingianin A, an inhibitor of the antiapoptotic protein Bcl-xL, is based on a radical cation Diels-Alder reaction (RCDA). This approach is thought to be biomimetic. The use of a tether in the key RCDA step controls the regiochemistry of the cycloaddition, leading to the desired core structure and a separable diastereomer.
authors.affiliation: Department of Chemistry, Stony Brook University, Stony Brook, New York 11733, USA.
authors.forename: Hee Nam
authors.initials: HN
authors.lastname: Lim
authors.forename: Kathlyn A
authors.initials: KA
authors.lastname: Parker
mesh_terms: D032701:Biomimetics; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D051020:bcl-X Protein / Q000037:antagonists & inhibitors*
chemical_list: D011084:Polycyclic Aromatic Hydrocarbons; D051020:bcl-X Protein; C553350:kingianin A