65564-92-3Relevant articles and documents
Recoverable polystyrene-supported palladium catalyst for construction of all-carbon quaternary stereocenters via asymmetric 1,4-addition of arylboronic acids to cyclic enones
Bartá?ek, Jan,Váňa, Ji?í,Drabina, Pavel,Svoboda, Jan,Kocúrik, Martin,Sedlák, Milo?
, (2020/05/16)
The development of recoverable catalysts based on the combination of synthetically demanding ligands with transition metals attracts a lot of attention, especially from the environmental point of view. In this paper, we describe the preparation of a recoverable polystyrene supported chiral palladium catalyst based on PyOx ligand suitable for asymmetric 1,4-addition of arylboronic acids to cyclic 3-substituted five- and six-membered enones. In the reaction, all?carbon quaternary stereocenters are formed with a high level of enantioselectivity (up to 91% ee) and conversion (up to 99%). The catalyst was used in 6 cycles with no loss of enantioselectivity and only a small decrease in conversion. A solution of the problems associated with the transition from homogeneous to heterogeneous catalytic systems is discussed.
Stepwise approach for sterically hindered Csp3-Csp3 bond formation by dehydrogenative: O -alkylation and Lewis acid-catalyzed [1,3]-rearrangement towards the arylalkylcyclopentane skeleton of sesquiterpenes
Fujitani, Ban,Hanaya, Kengo,Sugai, Takeshi,Higashibayashi, Shuhei
supporting information, p. 3621 - 3624 (2020/04/07)
A stepwise dehydrogenative cross-coupling method was developed for the formation of sterically hindered Csp3-Csp3 bonds. Intramolecular dehydrogenative O-alkylation of a β-ketoester by 2,3-dichloro-5,6-dicyano-p-benzoquinone to form an oxolane followed by Lewis acid-catalyzed [1,3]-rearrangement furnished the sesquiterpene arylmethylcyclopentane skeleton. The formal syntheses of herbertane-type β-herbertenol, cuparane-type enokipodins A and B were also achieved.
Efficient formation of benzylic quaternary centers via palladium catalysis
Gottumukkala, Aditya L.,Suljagic, Jasmin,Matcha, Kiran,De Vries, Johannes G.,Minnaard, Adriaan J.
, p. 1636 - 1639 (2013/10/21)
Four's a crowd: An efficient protocol for the formation of benzylic quaternary centers via arylation of enones using a catalyst made from Pd(O 2CCF3)2 and 2,2′-bipyridine is developed. For cyclic substrates, catalyst loadi