112698-74-5Relevant academic research and scientific papers
Regio- and enantio-selective oxidation of diols by Candida parapsilosis ATCC 7330
Sivakumari, Thakkellapati,Chadha, Anju
, p. 60526 - 60533 (2014)
Selectivity between primary and secondary alcohols was observed in oxidation using whole cells of Candida parapsilosis ATCC 7330, where the secondary alcohol was preferentially oxidized. In racemic sec alcohols, the 'R' enantiomer was selectively oxidized to the corresponding keto alcohol (yield = 18-54%) leaving the 'S' diol (yield = 31-69% and enantiomeric excess from 14% to >99%). A biphasic system consisting of isooctane-water (48 : 2 v/v) was used as a medium for biotransformation at 25 °C. This is the first report of the regio- and enantio-selective oxidation of diols using C. parapsilosis ATCC 7330.
Ligand-Controlled Rhodium-Catalyzed Site-Selective Asymmetric Addition of Arylboronic Acids to α,β-Unsaturated Cyclic N -Sulfonyl Ketimines
Wu, Chun-Yan,Zhang, Yu-Fang,Xu, Ming-Hua
, p. 1789 - 1793 (2018)
A site-selective rhodium-catalyzed asymmetric 1,4-/1,2-addition of arylboronic acids to challenging α,β-unsaturated cyclic ketimines was realized through a ligand-controlled strategy. By employing different chiral olefin ligands, a ligand-controlled switc
Highly Enantioselective [5 + 2] Annulations through Cooperative N-Heterocyclic Carbene (NHC) Organocatalysis and Palladium Catalysis
Singha, Santanu,Patra, Tuhin,Daniliuc, Constantin G.,Glorius, Frank
, p. 3551 - 3554 (2018)
The highly enantioselective [5 + 2] annulation of enals with vinylethylene carbonates through a cooperative N-heterocyclic carbene (NHC)/Pd catalytic system is reported. The use of a bidentate phosphine ligand was crucial to prevent coordination of the NH
α-LITHIO TRIMETHYLSILYLMETHYL LITHIUM CARBONATE AS METHANOL DIANION SYNTHON. A ONE-POT SYNTHESIS OF α-HYDROXY KETONES.
Katritzky, Alan R.,Sengupta, Saumitra
, p. 1847 - 1850 (1987)
1-Trimethylsilylmethanol is used via its lithiated lithium carbonate in a one-pot procedure to hydroxymethylate esters, dimethylamides, acid chlorides and nitriles to give the corresponding hydroxymethyl carbonyl compounds in the synthetic conversion RCOX -> RCOCH2OH.
O -substituted alkyl aldehydes for rhodium-catalyzed intermolecular alkyne hydroacylation: The utility of methylthiomethyl ethers
Parsons, Scott R.,Hooper, Joel F.,Willis, Michael C.
supporting information; experimental part, p. 998 - 1000 (2011/05/15)
Combining α-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]ClO4 results in efficient intermolecular alkyne hydroacylation to deliver α-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.(Figure Presented)
Iron-catalyzed ortho-selective functionalization of phenols: A straightforward strategy towards the 2′-hydroxyphenyl-1,2-dione skeleton
Guo, Xingwei,Li, Wenjuan,Li, Zhiping
supporting information; experimental part, p. 5787 - 5790 (2011/01/04)
An iron-catalyzed ortho-functionalization of phenols was developed. The reactions of simple phenols with α-hydroxy ketones provide a novel and efficient method to construct 2′-hydroxyphenyl-1,2-dione derivatives. An iron-catalyzed ortho-functionalization of phenols was developed. The reactions of simple phenols with α-hydroxy ketonesprovide a novel and efficient method to construct 2′-hydroxyphenyl-1,2-dione derivatives.
Enantioselective conjugate radical addition to α′-hydroxy enones
Lee, Sunggi,Chae, Jo Lim,Kim, Sunggak,Subramaniam, Rajesh,Zimmerman, Jake,Sibi, Mukund P.
, p. 4311 - 4313 (2007/10/03)
(Chemical Equation Presented) Enantioselective conjugate radical addition to α′-hydroxy α,β-unsaturated ketones, compounds containing bidentate donors, has been investigated. It has been found that radical additions to α′-hydroxy α,β-unsaturated ketones i
Oxidation reactions catalysed by titanium- and chromium-containing silicalites
Raju, Satya V. N.,Upadhya,Ponrathnam,Daniel,Sudalai
, p. 1969 - 1970 (2007/10/03)
While the titanium silicalite-1 (TS-1)-tert-butyl hydroperoxide (TBHP) combination exhibits remarkable activity and selectivity in the oxidative cleavage of the C-C double bond of silyl enol ethers to produce dicarboxylic acids, the chemoselective oxidation of thioethers to sulfoxides without generation of sulfones is achieved using chromium silicalite-2 (CrS-2)-H2O2.
Functional Group Hybrids. Reactivity of α'-Nucleofuge α,β-Unsaturated Ketones. 1. Reactions with Organocopper Reagents
Barbee, Thomas R.,Albizati, Kim F.
, p. 6764 - 6773 (2007/10/02)
A series of α-nucleofuge α',β'-unsaturated ketones encompassing a variety of structural types and nucleofuges was prepared.Treatment of these compounds with lithium dimethylcuprate or methylcopper leads primarily to either reductive cleavage of the α-nucl
α-Hydroxylation on Ketones Using o-Iodosylbenzoic Acid
Moriarty, Robert M.,Hou, Kwang-Chung
, p. 691 - 694 (2007/10/02)
o-Iodosylbenzoic acid (KOH/CH3OH) converts various ketones to α-hydroxydimethylacetals in high yield with the advantageous feature of solubility of the reduction product o-iodobenzoic acid under the basic reaction conditions thus allowing isolation of the oxidation product by simple CH2Cl2 extraction.
