66536-75-2Relevant academic research and scientific papers
Highly enantioselective one-pot synthesis of chiral β-hydroxy sulfones via asymmetric transfer hydrogenation in an aqueous medium
Zhang, Dacheng,Cheng, Tanyu,Zhao, Qiankun,Xu, Jianyou,Liu, Guohua
supporting information, p. 5764 - 5767 (2015/02/19)
A mild transformation in an aqueous medium for the one-pot synthesis of optically active β-hydroxy sulfones is described. The intermediates of β-keto sulfones obtained via a nucleophilic substitution reaction of α-bromoketones and sodium sulfinates in Hs
Asymmetric hydrogenation of β-keto sulfonamides and β-keto sulfones with a chiral cationic ruthenium diamine catalyst
Huang, Xiao-Fei,Zhang, Shao-Yun,Geng, Zhi-Cong,Kwok, Chun-Yuen,Liu, Peng,Li, Hai-Yan,Wang, Xing-Wang
, p. 2860 - 2872 (2014/03/21)
Optically active β-hydroxy sulfonamides and β-hydroxy sulfones are very important building blocks for the preparation of bioactive compounds and pharmaceuticals. In this work, a highly efficient asymmetric hydrogenation of β-keto sulfonamides and β-keto s
Catalytic asymmetric conjugate boration of α,β-unsaturated sulfones
Moure, Abraham L.,Gomez Arrayas, Ramon,Carretero, Juan C.
supporting information; body text, p. 6701 - 6703 (2011/07/30)
The α,β-unsaturated sulfones are suitable activated olefins in catalytic asymmetric conjugate β-boration. These substrates undergo smooth conjugate addition of bis(pinacolato)diboron [B2(pin)2] catalyzed by nonracemic CuI-diphosphine complexes to provide, upon subsequent oxidation, β-hydroxy sulfones in good yields and high enantiocontrol.
A chemo-enzymatic synthesis of chiral secondary alcohols bearing sulfur-containing functionality
Chen, Qihui,Wang, Ke,Yuan, Chengye
experimental part, p. 972 - 975 (2010/08/21)
A facile method for the preparation of chiral secondary alcohols bearing a sulfur-containing functionality using a chemo-enzymatic approach is described, with the aid of baker's yeast and Candida Antarctica lipase B. A complete set of four stereoisomers o
Catalytic asymmetric hydroboration of heterofunctional allylic substrates: an efficient heterogenized version
Lillo, Vanesa,Fernandez, Elena,Segarra, Anna M.
, p. 911 - 914 (2008/02/03)
The hydroboration of heterofunctional allylic systems with catecholborane (HBcat) using neutral and cationic rhodium complexes modified with P-P and P-N bidentate chiral ligands has been described in order to produce the secondary heteroorganoboronate ester as a major product with moderate enantioselectivity. The immobilization of cationic chiral rhodium complexes onto clays has beneficial effects on the recyclability and reuse of the catalytic system in particular for the hydroboration of allyl aryl sulfones.
Formation of single diastereomers of β-hydroxy-sulfoxides by biotransformation of β-ketosulfides using Helminthosporium species NRRL 4671
Holland, Herbert L.,Ihasz, Nancy,Lounsbery, Brendan J.
, p. 640 - 642 (2007/10/03)
Single biotransformations of 1-(phenylthio)-2-propanone and 1-(p-methoxyphenylthio)-2-propanone by the fungus Helminthosporium species NRRL 4671 resulted in both sulfur oxidation to the sulfoxide and carbonyl reduction to the alcohol. The corresponding (SS,SC)-1-sulfinyl-2-propanols were obtained as single diastereomers following simple crystallization.
Enantioselective hydrogenation of β-keto sulfones with chiral Ru(II)- catalysts: Synthesis of enantiomerically pure butenolides and γ- butyrolactones
Bertus,Phansavath,Ratovelomanana-Vidal,Genet,Touati,Homri,Hassine, B. Ben
, p. 1369 - 1380 (2007/10/03)
A series of β-hydroxy sulfones were synthesized with high enantioselectivities via a new enantioselective ruthenium-catalyzed hydrogenation using MeO-BIPHEP as a ligand. Some β-hydroxy sulfones were used in the synthesis of optically active butenolides and γ-butyrolactones with high yields and enantioselectivities over 95%.
General synthesis of chiral β-hydroxy sulfones via enantioselective ruthenium-catalyzed hydrogenation
Bertus,Phansavath,Ratovelomanana-Vidal,Genet,Touati,Homri,Hassine, B. Ben
, p. 3175 - 3178 (2007/10/03)
A new ruthenium-promoted hydrogenation of β-keto sulfones using MeO- BIPHEP as ligand is reported with complete conversions and enantiomeric excesses over 95%.
MICROBIOLOGICAL REDUCTION OF KETO-SULFONES. APPLICATION IN A THREE-STEP SYNTHESIS OF (S)-(+)-β-ANGELICA LACTONE
Robin, Sylvie,Huet, Francois,Fauve, Annie,Veschambre, Henri
, p. 239 - 246 (2007/10/02)
Microbiological reductions of several keto-sulfones led to the corresponding hydroxy-sulfones in moderate to high enantiomeric excess.A three-step synthesis of (S)-(+)-β-angelica lactone from ethyl-4-oxo-3-(phenyl-sulfonyl)pentanoate via the intermediate
LIPASE-CATALYSED RESOLUTION OF HYDROXY SULFONES
Chinchilla, Rafael,Najera, Carmen,Pardo, Jose,Yus, Miguel
, p. 575 - 578 (2007/10/02)
Porcine pancreatic lipase catalyses the enantioselective transesterification of β-, γ, and δ-hydroxy sulfones with 2,2,2-trichloroethyl butyrate in ethyl ether.
