A Radical-Polar Crossover Annulation To Access Terpenoid Motifs

• Published in: Journal of the American Chemical Society Vol. 141; no. 31; pp. 12246 - 12250
• Main Authors: Thomas, William P, Schatz, Devon J, George, David T, Pronin, Sergey V
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 07.08.2019; Amer Chemical Soc
• Subjects: carbonyl compounds; catalytic activity; Chemistry; Chemistry, Multidisciplinary; Colforsin - chemical synthesis; Colforsin - chemistry; forskolin; Physical Sciences; Science & Technology; Stereoisomerism; Terpenes - chemistry; CYCLASE; HYDROGENATION; DIELS-ALDER REACTIONS; SPONGE; CYCLOADDITIONS; COMPLEXES; FORSKOLIN; UNACTIVATED ALKENES; FE; SESTERTERPENES

A new catalytic radical-polar crossover annulation between two unsaturated carbonyl compounds is described. The annulation proceeds under exceptionally mild conditions and provides direct and expedient access to complex terpenoid motifs. Application of this chemistry allows for synthesis of forskoli...