166538-03-0Relevant articles and documents
Total Syntheses of Aromatic Abietane Diterpenoids Utilizing Advances in the Pummerer Rearrangement
Li, Xin,Carter, Rich G.
, p. 5546 - 5549 (2018)
The first total syntheses of triptobenzene T, vitexifolin C, 4-epi-triptobenzene L, triptobenzene L, and nepetaefolin F have been accomplished through an enantioselective, common intermediate approach and have enabled the confirmation and/or establishment of the absolute stereochemistry of each natural product synthesized. Application of three new and/or underutilized Pummerer reaction pathways proved critical to the synthetic work. A proline sulfonamide-catalyzed Yamada-Otani reaction was used to access the highly functionalized cyclohexane A ring core, including the C10 all-carbon quaternary stereocenter. Additionally, the importance of the A ring unsaturation for controlling the stereoselectivity during the C4 alkylation is showcased.
Rhodium-catalyzed asymmetric hydrogenation of β-branched enamides for the synthesis of β-stereogenic amines
Zhang, Jian,Liu, Chong,Wang, Xingguang,Chen, Jianzhong,Zhang, Zhenfeng,Zhang, Wanbin
supporting information, p. 6024 - 6027 (2018/06/18)
Using a rhodium complex of a bisphosphine ligand (R)-SDP, β-branched simple enamides with a (Z)-configuration were hydrogenated to β-stereogenic amines in quantitative yields and with excellent enantioselectivities (88-96% ee).
Rhodium-containing hypercross-linked polystyrene as a heterogeneous catalyst for the hydroformylation of olefins in supercritical carbon dioxide
Lyubimov, Sergey E.,Rastorguev, Eugenie A.,Lubentsova, Kseniya I.,Korlyukov, Alexander A.,Davankov, Vadim A.
, p. 1116 - 1119 (2013/04/10)
A simple procedure for the incorporation of rhodium nanoparticles into a hypercross-linked polystyrene matrix is developed. The prepared heterogeneous catalyst shows high activity in the hydroformylation of olefins in supercritical carbon dioxide, and can be recycled six times without any noticeable decrease in productivity.
New acyclic (π-Allyl)-closo-rhodacarboranes with an agostic CH 3...Rh bonding interaction that operate as unmodified rhodium-based catalysts for alkene hydroformylation
Galkin, Konstantin I.,Lubimov, Sergey E.,Godovikov, Ivan A.,Dolgushin, Fedor M.,Smolyakov, Alexander F.,Sergeeva, Elena A.,Davankov, Vadim A.,Chizhevsky, Igor T.
, p. 6080 - 6084 (2012/10/30)
A series of new agostic (CH3...Rh) (π-allyl)-closo- rhodacarboranes (π-allyl = 1,1-dimethylallyl, 1,2-dimethylallyl, 1,1,2-trimethylallyl, 1,2,3-trimethylallyl), stable in the solid state, have been synthesized via one-pot reactions between the K+ salts of the [7-R-8-R′-7,8-nido-C2B9H10]- monoanions (1a, R = R′ = Me; 1b, R,R′ = μ-(o-xylylene); 1c, R,R′ = μ-(CH2)3) and the di-μ-chloro cyclooctene rhodium dimer [(η2-C8H14) 4Rh2(μ-Cl)2] (2) in the presence of a 3-fold excess of the conjugated 1,3-dienes 2-methylbuta-1,3-diene (isoprene, 3), 2,3-dimethylbuta-1,3-diene (4), and 3-methylpenta-1,3-diene (5). The agostic structures of [3-{(1-3-η3)-1,1-dimethylallyl}-1,2-(CH 3)2-3,1,2-closo-RhC2B9H 9] (7a) and [3-{(1-3-η3)-1,1,2-trimethylallyl}-1,2- (CH3)2-3,1,2-closo-RhC2B9H 9] (8a) have been unambiguously confirmed by single-crystal X-ray diffraction studies. Two of these π-allyl complexes prepared were evaluated for their efficacy in hydroformylation of the model alkenes under syngas (CO/H2) using supercritical carbon dioxide (scCO2) as the solvent, and both display excellent conversion and high regioselectivity in the formation of aldehyde products.
