63006-68-8Relevant articles and documents
Asymmetric Catalytic [2,3] Stevens and Sommelet–Hauser Rearrangements of α-Diazo Pyrazoleamides with Sulfides
Lin, Xiaobin,Yang, Wei,Yang, Wenkun,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 13492 - 13498 (2019/08/28)
Catalytic enantioselective [2,3] Stevens and Sommelet–Hauser rearrangements of α-diazo pyrazoleamides with sulfides were achieved by utilizing chiral N,N′-dioxide/nickel(II) complex catalysts. These rearrangements proceeded well under mild reac
Sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfide catalyzed by hemin in aqueous solvent
Yan, Xiaojing,Li, Chang,Xu, Xiaofei,He, Quan,Zhao, Xiaoyong,Pan, Yuanjiang
supporting information, p. 3081 - 3087 (2019/05/08)
Heme is an abundant and widely existed cofactor for a variety of metalloenzymes, whose broader use is generally impeded by its high instability and poor solubility. Here we report an environment-benign and efficient strategy for the sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfides, which was catalyzed by hemin in assistance of Triton X-100. This aqueous catalytic system exhibited good functional group tolerance to a variety of sulfides and diazo esters. And the reaction mechanism was preliminarily proposed on the basis of designed reactions. Furthermore, the cleavage of C[sbnd]S bond followed by introducing a functional ester group to aromatic sulfides, may potentially be employed for the late stage functionalization (LSF) of organosulfur drug in the future.
ION PAIR CATALYSIS OF TUNGSTATE AND MOLYBDATE
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Page/Page column 33-34, (2017/10/30)
D The present invention relates to ion pair catalysts (I) comprising the cationic bisguanidinium ligand (A) and diperoxomolybdate anion (B). The present invention also relates to ion pair catalysts (III) comprising the cationic bisguanidinium ligand (C) and peroxotungstate anion (D). It further relates to the use of the said catalysts in the manufacture of enantiomerically enriched sulfoxides.
MYOGLOBIN-BASED CATALYSTS FOR CARBENE TRANSFER REACTIONS
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Paragraph 0077; 00297; 00298, (2016/06/14)
Methods are provided for carrying out carbene transfer transformations such as olefin cyclopropanation reactions, carbene heteroatom-H insertion reactions (heteroatom = N, S, Si), sigmatropic rearrangement reactions, and aldehyde olefination reactions with high efficiency and selectivity by using a novel class of myoglobin-based biocatalysts. These methods are useful for the synthesis of a variety of organic compounds which contain one or more new carbon-carbon or carbon-heteroatom (N, S, or Si) bond. The methods can be applied for conducting these transformations in vitro (i.e., using the biocatalyst in isolated form) and in vivo (i.e., using the biocatalyst in a whole cell system).
Intermolecular carbene S-H insertion catalysed by engineered myoglobin-based catalysts
Tyagi, Vikas,Bonn, Rachel B.,Fasan, Rudi
, p. 2488 - 2494 (2015/03/30)
The first example of a biocatalytic strategy for the synthesis of thioethers via an intermolecular carbene S-H insertion reaction is reported. Engineered variants of sperm whale myoglobin were found to efficiently catalyze this C-S bond forming transformation across a diverse set of aryl and alkyl mercaptan substrates and α-diazoester carbene donors, providing high conversions (60-99%) and high numbers of catalytic turnovers (1100-5400). Furthermore, the enantioselectivity of these biocatalysts could be tuned through mutation of amino acid residues within the distal pocket of the hemoprotein, leading to myoglobin variants capable of supporting asymmetric S-H insertions with up to 49% ee. Rearrangement experiments support a mechanism involving the formation of a sulfonium ylide generated upon attack of the thiol substrate to a heme-bound carbene intermediate. This journal is
Design of reaction media for nucleophilic substitution reactions by using a catalytic amount of an amphiphilic imidazolium salt in water
Asano, Keisuke,Matsubara, Seijiro
experimental part, p. 989 - 1002 (2010/10/19)
Molecules of an amphiphilic imidazolium salt assemble in water to form a hydrophobic membrane including an interface consisting of ammonium species. Such an interface works as a reaction medium like an ionic liquid. We used the medium for nucleophilic substitution reactions between alkyl halides and anionic nucleophiles. This procedure allowed the reactions to proceed efficiently in water without any organic solvent.
Pummerer-type α-functionalization of arylseleninylacetates by treating with trimethylsilyl- or tri-n-butylstannyl-masked nucleophiles and trifluoroacetic anhydride or a Lewis acid
Shimada, Kazuaki,Kikuta, Yutaka,Koganebuchi, Hiroyuki,Yonezawa, Fumi,Aoyagi, Shigenobu,Takikawa, Yuji
, p. 4637 - 4640 (2007/10/03)
Arylseleninylacetates underwent facile α-functionalization on treatment with trimethylsilyl- or tri-n-butylstannyl-masked nucleophiles and trifluoroacetic anhydride (TFAA) or a Lewis acid. (C) 2000 Elsevier Science Ltd.
Synthesis of (±)-xanthocidin
Tius, Marcus A.,Drake, David J.
, p. 14651 - 14660 (2007/10/03)
An efficient total synthesis of (±)-xanthocidin, a complex and unstable cyclopentanoid antibiotic, is described. The success of the key cyclopentannelation step suggests much greater versatility for the general version of this reaction.
Studies on β-lactam antibiotics - Iv: An improved synthesis of 3-(isothiazolylthiomethyl)cephalosporins and its application to new derivatives
Hara,Nakai,Hisamichi,Nagano
, p. 477 - 486 (2007/10/02)
An improved synthesis and in vitro activity of cephalosporins with a (4-carboxy-3-hydroxy-5-isothiazolyl)thiomethyl group at the 3-position and its application to the preparation of new derivatives are described. These compounds showed excellent activity
Cephalosporin derivatives
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, (2008/06/13)
A cephalosporin compound represented by the general formula: STR1 This compound exhibits a high antimicrobial activity.
