104662-01-3Relevant articles and documents
Highly Chemo- And Enantioselective Rh-Catalyzed Hydrogenation of β-Sulfonyl-α,β-unsaturated Ketones: Access to Chiral γ-Ketosulfones
Liu, Gang,Yin, Congcong,Yang, Xuanliang,Li, Anqi,Wang, Minyan,Zhang, Xumu,Dong, Xiu-Qin
supporting information, p. 19 - 24 (2021/01/13)
Rh-catalyzed highly chemo- and enantioselective hydrogenation of β-sulfonyl-α,β-unsaturated ketones was first successfully developed. Remarkably, a variety of enantioenriched γ-ketosulfones were generated in good to high yields with excellent chemo/enantioselectivities (82-99% yields, >99:1 chemoselectivity, 88 to >99% ee). Moreover, the gram-scale asymmetric hydrogenation was carried out smoothly in 97% yield and 97% ee. Preliminary DFT computations furnished a reasonable explanation for the high chemoselectivity and enantioselectivity.
Catalytic enantioselective construction of β-quaternary carbons via a conjugate addition of cyanide to β,β-disubstituted α,β-unsaturated carbonyl compounds
Tanaka, Yuta,Kanai, Motomu,Shibasaki, Masakatsu
supporting information; experimental part, p. 8862 - 8863 (2010/08/21)
The first general catalytic enantioselective conjugate addition of cyanide to β, β-disubstituted α,β-unsaturated ketones and N-acylpyrroles was developed using a strontium catalyst derived from Sr(O iPr)2 and new chiral ligand 5. The reaction exhibited excellent enantioselectivity and a wide substrate scope using 0.5-10 mol % catalyst. 1,4-Adducts containing β-quaternary carbons were exclusively produced over 1,2-adducts. ESI-MS analysis of the strontium catalyst indicated that the active catalyst was a trimetallic Sr/5 = 3:5 complex. The exclusive 1,4-selectivity was partly due to the ability of the strontium complex to promote both a retro-cyanation reaction from the 1,2-adducts and highly enantioselective conjugate cyanation.
Cobalt(III) complex catalyzed aerobic oxidation of propargylic alcohols
Blay, Gonzalo,Cardona, Luz,Fernandez, Isabel,Pedro, Jose R.
, p. 3329 - 3332 (2008/09/21)
An o-phenylenebis(N′-methyloxamidate) cobalt(III) complex works as an efficient catalyst for the oxidation of propargylic alcohols to the corresponding α,β-acetylenic carbonyl compounds, in the presence of pivalaldehyde, under an atmospheric pressure of m