162843-89-2Relevant academic research and scientific papers
Protecting-group-free synthesis of hydroxyesters from amino alcohols
Joseph-Valcin, Eve-Marline,Lebel, Hélène,Reynard, Guillaume
supporting information, p. 10938 - 10941 (2020/10/02)
The synthesis of hydroxyesters from carboxylic acids and unprotected amino alcohols in both continuous flow and batch processes is reported. The formation of a transient diazonium species with a dinitrite reagent is key in this transformation. The reaction conditions are compatible with a variety of functional groups.
Selective Monoesterification of Symmetrical Diols Using Resin-Bound Triphenylphosphine
Pathak, Gunindra,Rokhum, Lalthazuala
supporting information, p. 483 - 487 (2015/09/22)
Coupling reactions to make esters and amides are among the most widely used organic transformations. We report efficient procedures for amide bond formation and for the monoesterification of symmetrical diols in excellent yields without any requirement for high dilution or slow addition using resin-bound triarylphosphonium iodide. Easy purification, low moisture sensitivity, and good to excellent yields of the products are the major advantages of this protocol.
Elaboration of the ether cleaving ability and selectivity of the classical Pearlman's catalyst [Pd(OH)2/C]: Concise synthesis of a precursor for a myo-inositol pyrophosphate
Mart, Alson,Shashidhar, Mysore S.
, p. 9769 - 9776,8 (2012/12/11)
The cleavage of propargyl, allyl, benzyl, and PMB ethers by Pd(OH) 2/C can be tuned in that order, by varying the reaction conditions. Other moieties such as C-C double bonds, esters, trityl ether, p-bromo and p-nitrobenzyl ethers are stable to these reaction conditions. Cleavage of allyl ethers can be made catalytic by using 1:1 mixture of Pd(OH)2/C and Pd/C. The synthetic potential of the selective ether cleaving ability of Pd(OH)2/C, essentially under neutral conditions, has been demonstrated by an efficient synthesis of a precursor for the preparation of an inositol pyrophosphate derivative.
Elaboration of the ether cleaving ability and selectivity of the classical Pearlman's catalyst [Pd(OH)2/C]: Concise synthesis of a precursor for a myo-inositol pyrophosphate
Mart, Alson,Shashidhar, Mysore S.
, p. 9769 - 9776 (2013/01/13)
The cleavage of propargyl, allyl, benzyl, and PMB ethers by Pd(OH) 2/C can be tuned in that order, by varying the reaction conditions. Other moieties such as C-C double bonds, esters, trityl ether, p-bromo and p-nitrobenzyl ethers are stable to these reaction conditions. Cleavage of allyl ethers can be made catalytic by using 1:1 mixture of Pd(OH)2/C and Pd/C. The synthetic potential of the selective ether cleaving ability of Pd(OH)2/C, essentially under neutral conditions, has been demonstrated by an efficient synthesis of a precursor for the preparation of an inositol pyrophosphate derivative.
Supramolecular catalyst for aldehyde hydrogenation and tandem hydroformylation-hydrogenation
Diab, Lisa,Smejkal, Tomas,Geier, Jens,Breit, Bernhard
supporting information; experimental part, p. 8022 - 8026 (2010/02/28)
The chemoselective reduction of aldehydes and the tandem hydroformylation-hydrogenation of terminal alkenes are possible with a supramolecular catalyst that operates by a novel mechanism involving substrate activation by hydrogen bonding and subsequent metalligand bifunctional hydrogenation (see scheme).
Evaluation of possible intramolecular [4+2] cycloaddition routes for assembling the central tetracyclic core of the potent marine antiinflammatory agent mangicol A
Pichlmair, Stefan,de Lera Ruiz, Manuel,Basu, Kallol,Paquette, Leo A.
, p. 5178 - 5194 (2007/10/03)
A plan for enantioselective construction of the mangicol A framework by means of intramolecular Diels-Alder cycloaddition is outlined. First to be assembled is the enantiopure cyclopentenecarboxylic acid 16. Of the several approaches targeting the 1,3-die
Al2O3/MeSO3H (AMA) as a new reagent with high selective ability for monoesterification of diols
Sharghi, Hashem,Sarvari, Mona Hosseini
, p. 3627 - 3633 (2007/10/03)
A new facile method for monoesterification of diols has been developed. A variety of diols, in particular oligoethylene glycols, were selectively monoesterified in excellent yields by reaction with aromatic and aliphatic acids in the presence of Al2O3/MeSO3H as a new reagent without use of any solvents.
