364765-24-2Relevant academic research and scientific papers
Synthesis of tertiary allylboronates from vinylboronates
Ondrusek, Brian A.,Park, Jin Kyoon,McQuade, D. Tyler
supporting information, p. 239 - 242 (2014/02/14)
Allylic boronates are versatile intermediates in organic synthesis. Herein, we present an 'ate-mediated allylic substitution' (AMAS) approach to allylic boronates. Bifunctional vinylboroate/ allylic acetate esters react with Grignard reagents to form tertiary allylic boronates via an AMAS reaction. We demonstrate that the method tolerates a wide range of substrates and Grignard reagents. Georg Thieme Verlag Stuttgart New York.
Palladium-catalyzed tandem dimerization and cyclization of acetylenic ketones: A convenient method for 3,3′-bifurans using PdCl2(PPh3)2
Jeevanandam,Narkunan,Ling
, p. 6014 - 6020 (2007/10/03)
Alkynones undergo tandem dimerization and cyclization in the presence of PdCl2(PPh3)2 and triethylamine in tetrahydrofuran at room temperature to give 3,3′-bifurans predominantly. Other palladium catalysts while under similar conditions, by rearrangement, lead to 2,5-disubstituted furans. This distinguished property of PdCl2(PPh3)2 has been attributed to the involvement of hydridopalladium halide. This method provides a simpler route to a variety of furans and a regioselective synthesis of polysubstituted 3,3′-bifurans using easily accessible acetylenic ketones.
