32300-49-5Relevant academic research and scientific papers
Highly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature
Rasu, Loorthuraja,John, Jeremy M.,Stephenson, Elanna,Endean, Riley,Kalapugama, Suneth,Clément, Roxanne,Bergens, Steven H.
supporting information, p. 3065 - 3071 (2017/03/11)
High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl2((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H2 pressure to give chiral alcohols with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution.
Synthesis and evaluation of sulfonylethyl-containing phosphotriesters of 3′-azido-3′-deoxythymidine as anticancer prodrugs
Wang, Jiang,Wang, Yi-Jun,Chen, Zhe-Sheng,Kwon, Chul-Hoon
, p. 5747 - 5756 (2015/01/09)
A series of bis(sulfonylethyl) and mono(sulfonylethyl) phenyl phosphotriesters of zidovudine (3′-azido-3′-deoxythymidine, AZT) were synthesized as potential anticancer prodrugs that liberate AZT monophosphate via nonenzymatic β-elimination mechanism. Stab
Borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium
Gao, Peng,Xu, Peng-Fei,Zhai, Hongbin
scheme or table, p. 6536 - 6538 (2009/04/06)
A convenient, economical, and practical protocol for borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium has been developed, which has greatly expanded the utility scope of borax in organic synthesis.
Cyanuric chloride: An efficient catalyst for ring opening of epoxides with thiols under solvent-free conditions
Bandgar, Babasaheb P.,Joshi, Neeta S.,Kamble, Vinod T.,Sawant, Sanjay S.
, p. 231 - 234 (2008/09/18)
2,4,6-Trichloro-1,3,5-triazine-catalyzed convenient and efficient ring opening of epoxides with thiols under solvent-free conditions is described. Short reaction time, mild reaction conditions, inexpensive and readily available catalyst, and excellent yie
[1,3] And [3,3] rearrangements of 3-amino-1,5-hexadienes: Solvent effect on the regioselectivity
Dobson, Heather K.,LeBlanc, Richard,Perrier, Helene,Stephenson, Corey,Welch, Teresa R.,Macdonald, Dwight
, p. 3119 - 3122 (2007/10/03)
3-Amino-1,5-Hexadienes rearrange under anionic conditions to give a [1,3] product in addition to the [3,3] (Cope) product. With some substrates the regioselectivity of the reaction is strongly influenced by the solvent polarity.
Highly Regioselective and Stereospecific Functionalization of 1,2-Proanediol with Trimethyl(X)silanes Employing the 1,3,2λ5-Dioxaphospholane Methodology
Mathieu-Pelta, Isabel,Evans, Slayton A.
, p. 3409 - 3413 (2007/10/02)
The regioselective ring opening of (S)-4-methyl-2,2,2-triphenyl-1,3,2λ5-dioxaphospholanes (2) was initiated with several trimethylsilyl reagents (Me3SiX: X = PhS, I, Br; Cl, CN, and N3) to afford the regioisomeric (silyloxy)phosphonium salts.A stereospecific extrusion of triphenylphosphine oxide from these oxyphosphonium salts gave predominatly the thermodynamically less stable C-2-X-substituted derivatives with nearly complete inversion of stereochemistry at the C-2 stereogenic center (i.e., X = PhS).
Cobalt mediated regioselective ring opening of oxiranes with benzenethiol: A mechanistic study
Iqbal, Javed,Pandey, Anu,Shukla, Alka,Srivastava, Rajiv Ranjan,Tripathi, Sanjay
, p. 6423 - 6432 (2007/10/02)
: Oxiranes are regioselectively cleaved by benzenethiol in presence of cobalt(II) chloride or Co2(CO)8 to the corresponding β-hydroxy sulfides in good yields. A mechanistic study of this reaction reveals that an electron transfer process is involved in these transformations and the reaction is proceeding via the formation of a carbon-cobalt bond.
New Synthetic Route for the Preparation of 4-Phenylthio-4-butanolide Derivatives by the Use of the Pummerer Rearrangement
Watanabe, Mikio,Nakamori, Seijin,Hasegawa, Hatsue,Shirai, Kozo,Kumamoto, Takanobu
, p. 817 - 821 (2007/10/02)
The Pummerer rearrangement reaction of 2- or 3-substituted 4-(phenylsulfinyl)butyric acids in the presence of an excess amount of acetic anhydride and a catalytic amount of p-toluenesulfonic acid in refluxing toluene for 1 h afforded 2- or 3-substituted 4-phenylthio-4-butanolide (17a-f).Thermolysis in pyridine of 4-phenylsulfinyl 4-butanolides, which were prepared by oxidation of 17a-f, afforded 2- or 3-substituted 2- or 3-buten-4-olides.
