57024-90-5Relevant articles and documents
Asymmetric Synthesis of Dihydropyranones via Gold(I)-Catalyzed Intermolecular [4+2] Annulation of Propiolates and Alkenes
Choi, Su Yeon,Kim, Hanbyul,Shin, Seunghoon
, p. 13130 - 13134 (2018/09/21)
Intermolecular asymmetric gold catalysis involving alkyne activation presents a significant challenge due to its distinct mechanistic mode from other metals. Herein, we report a highly enantioselective synthesis of α,β-unsaturated δ-lactones from [4+2] annulation of propiolates and alkenes in upto 95 percent ee. Notably, for the desired chiral recognition, the choice of 1,1,2,2-tetrachloroethane as solvent was found to be crucial. Furthermore, an anionic surfactant (sodium dodecyl sulfate) improved the product selectivity in the divergence of the cyclopropyl gold carbene intermediate.
Iron thiolate complexes: Efficient catalysts for coupling alkenyl halides with alkyl grignard reagents
Cahiez, Gerard,Gager, Olivier,Buendia, Julien,Patinote, Cindy
supporting information; experimental part, p. 5860 - 5863 (2012/07/01)
Ironing out the kinks: Efficient new catalytic systems based on iron thiolates are described for the iron-catalyzed cross-coupling of alkyl Grignard reagents with alkenyl halides (see scheme). The reaction is highly chemo- and stereoselective. With this new procedure, the use of N-methylpyrrolidone as a co-solvent is no longer required. Copyright
PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF B-ALKYL-9-BBN OF TRIALKYLBORANES WITH ARYL AND 1-ALKENYL HALIDES
Miyaura, Norio,Ishiyama, Tatsuo,Ishikawa, Masako,Suzuki, Akira
, p. 6369 - 6372 (2007/10/02)
The reactions of trialkylboranes or B-alkyl-9-BBN with aryl and 1-alkenyl halides take place readily in the presence of PdCl2(dppf) and sodium hydroxide or methoxide to afford alkylatad arenes and alkenes in excellent yields.
