116996-52-2Relevant academic research and scientific papers
Carbohydrate-Catalyzed Enantioselective Alkene Diboration: Enhanced Reactivity of 1,2-Bonded Diboron Complexes
Fang, Lichao,Yan, Lu,Haeffner, Fredrik,Morken, James P.
supporting information, p. 2508 - 2511 (2016/03/12)
Catalytic enantioselective diboration of alkenes is accomplished with readily available carbohydrate-derived catalysts. Mechanistic experiments suggest the intermediacy of 1,2-bonded diboronates.
Scope and mechanism of the Pt-catalyzed enantioselective diboration of monosubstituted alkenes
Coombs, John R.,Haeffner, Fredrik,Kliman, Laura T.,Morken, James P.
supporting information, p. 11222 - 11231 (2013/08/23)
The Pt-catalyzed enantioselective diboration of terminal alkenes can be accomplished in an enantioselective fashion in the presence of chiral phosphonite ligands. Optimal procedures and the substrate scope of this transformation are fully investigated. Reaction progress kinetic analysis and kinetic isotope effects suggest that the stereodefining step in the catalytic cycle is olefin migratory insertion into a Pt-B bond. Density functional theory analysis, combined with other experimental data, suggests that the insertion reaction positions platinum at the internal carbon of the substrate. A stereochemical model for this reaction is advanced that is in line both with these features and with the crystal structure of a Pt-ligand complex.
Pt-catalyzed enantioselective diboration of terminal alkenes with B 2(pin)2
Kliman, Laura T.,Mlynarski, Scott N.,Morken, James P.
supporting information; experimental part, p. 13210 - 13211 (2010/01/30)
(Chemical Equation Presented) The Pt-catalyzed enantioselective addition of bis(pinacolato)diboron to simple monosubstituted alkenes is described. This reaction occurs in the presence of a readily available chiral phosphonite ligand and is effective with a variety of terminal alkene substrates. Importantly, the reaction can operate with catalyst loadings of only 1 mol % Pt. While oxidation of the intermediate 1,2-bis(boronate) ester provides the chiral 1,2-diol as the reaction product, the intermediate may also be subjected to homologation/oxidation to furnish a chiral 1,4-diol as the reaction product.
Stereoselective total synthesis of (-)-decarestrictine D from l-malic acid
Radha Krishna, Palakodety,Narasimha Reddy
, p. 7473 - 7476 (2007/10/03)
A convergent stereoselective total synthesis of (-)-decarestrictine D from l-malic acid is reported.
NITROSATED GLUTAMIC ACID COMPOUNDS, COMPOSITIONS AND METHODS OF USE
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Page/Page column 119, (2008/06/13)
The invention describes novel nitrosated glutamic acid compounds and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one nitrosated glutamic acid compound, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. The invention also provides novel kits comprising at least one nitrosated glutamic acid compound, and, and, optionally, at least one nitric oxide donor compound and/or at least one therapeutic agent. The invention also provides methods for (a) treating cardiovascular diseases; (b) treating renovascular diseases; (c) treating diabetes; (d) treating diseases resulting from oxidative stress; (e) treating endothelial dysfunctions; (f) treating diseases caused by endothelial dysfunctions; (g) treating cirrhosis; (h) treating pre-eclampsia; (j) treating osteoporosis; (k) treating nephropathy; (1) treating diseases resulting from elevated levels of gamma-glutamyl transpeptidase and (m) the targeted delivery of compounds and nitric oxide to organs, cells or tissues containing the enzyme gamma-glutamyl transpeptidase.
A stereoselective synthesis of verbalactone-determination of absolute stereochemistry
Sharma,Govardhan Reddy, Ch.
, p. 7483 - 7485 (2007/10/03)
A total synthesis of verbalactone has been achieved starting from l-malic acid. A total synthesis of verbalactone has been achieved starting from l-malic acid. The two appropriately protected acid and alcohol segments were prepared from l-malic acid and l
Sequential sp2-sp2 coupling reactions in polyene macrolide synthesis. A novel approach to macrolactin A
Boyce, Richard J.,Pattenden, Gerald
, p. 3501 - 3504 (2007/10/03)
A combination of two intermolecular sp2-sp2 (Stille and Suzuki) coupling reactions, is employed to elaborate the precursor 2, used in an intramolecular Stille sp2-2 macrocyclisation leading to the hexaene macrol
Diastereoselective synthesis of 2,5-disubstituted 3-hydroxypyrrolidine and 2,6-disubstituted 3-hydroxypiperidine derivatives by radical cyclisation; synthesis of (+)-bulgecinine and (-)-desoxoprosopinine
Yuasa, Yoko,Ando, Jun,Shibuya, Shiroshi
, p. 793 - 802 (2007/10/03)
Cyclisation of the O-stannyl ketyl, generated from the aldehyde 17 by reaction with tributyltin hydride in the presence of AIBN, gives the 5-benzyloxymethyl-7-hydroxypyrrolooxazolidin-2-ones as a diastereoisomeric mixture of 7α-ol 18 and 7β-ol 19 (2:1), with high diastereoselectivity with respect to the 5,7a positions. (+)-Bulgecinine 8 is enantioselectively synthesised by stereospecific reduction of the ketone 20, derived from compounds 18 and 19. In a similar way, cyclisation of compound 40 gives a 2:1 mixture of compounds 41 and 42. Conversion of compound 41 into (-)-desoxoprosopinine 9 is successfully achieved.
A New Route to Chiral Pyrrolidines via Radical Cyclisation; Enantioselective Synthesis of (+)-Bulgecinine
Yuasa, Yoko,Ando, Jun,Shibuya, Shirosi
, p. 1383 - 1384 (2007/10/02)
Reaction of the aldehyde 11 with tributyltin hydride in the presence of AIBN gave a mixture of 12 and 13, which successfully led to (+)-bulgecinine 3.
