919092-76-5Relevant academic research and scientific papers
Highly stereoselective and catalytic desulfitative C[sbnd]O and C[sbnd]I dienylation with sulfolenes: The importance of basic additives
Dang, Hang T.,Nguyen, Viet D.,Pham, Hoang H.,Arman, Hadi D.,Larionov, Oleg V.
, p. 3258 - 3264 (2019)
Conjugated dienes and polyenes are central structural motifs of natural products, and key synthetic intermediates in organic synthesis and materials science. We describe herein a palladium-catalyzed dienylation of aryl, heteroaryl, and vinyl triflates, nonaflates and iodides that were previously identified as recalcitrant substrates for the sulfolene-mediated catalytic dienylation. The method has now been successfully expanded to C[sbnd]O and C[sbnd]I dienylation, demonstrating broad scope with respect to sulfonates, iodides and sulfolenes. The reactions proceed with high regio- and stereoselectivity, and efficiency that are strongly influenced by basic additives, whose influence on the reaction performance was systematically studied.
Modular synthesis of tetrahydrofluorenones from 5-alkylidene Meldrum's acids
Fillion, Eric,Dumas, Aaron M.,Hogg, Sylvia A.
, p. 9899 - 9902 (2007/10/03)
The one-pot synthesis of tetrahydrofluorenones, the core 6-5-6 tricyclic structural motif found in norditerpenoid natural products, from alkylidene Meldrum's acids via thermal Diels-Alder/BF3·OEt 2-catalyzed Friedel-Crafts acylation
