Chiral bronsted acid mediated glycosylation
WebMar 3, 2010 · The use of a chiral Brønsted acid catalyst for the activation of trichloroacetimidate glycosyl donors has been demonstrated for the first time, hinting that … WebThe stereochemical outcome of glycosylation reactions of 2-deoxy-sugar trichloroacetimidates promoted by chiral Brønsted acids is shown to be dependent on both the chirality of the catalyst and the configuration of the leaving group. High levels of selectivity (1:16 α:β) can be obtained with (S)-catalysts and an α-trichloroacetimidate donor.
Chiral bronsted acid mediated glycosylation
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WebOct 11, 2024 · Chiral Brønsted acid catalysis is mostly limited to the activation of imine and carbonyl moieties. ... Qian, P.-C. & Ye, L.-W. Brønsted acid-mediated reactions of … WebAbstract The use of a chiral Brønsted acid catalyst for the activation of trichloroacetimidate glycosyl donors influences the stereochemical outcome of glycosylation processes in toluene, hinting that perhaps diastereocontrol may become achievable through the judicious use of chiral organic catalysts. see article for more examples Key Words
WebMay 6, 2014 · Request PDF ChemInform Abstract: Chiral Broensted Acid Mediated Glycosylation with Recognition of Alcohol Chirality. Sugar sugar: In the glycosylation … WebOct 13, 2014 · The stereochemical outcome of glycosylation reactions of 2-deoxy-sugar trichloroacetimidates promoted by chiral Brønsted acids is shown to be dependent on both the chirality of the catalyst...
WebAbstract Sugar sugar: In the glycosylation of racemic alcohols with 1 using the chiral phosphoric acid 2 as an activator, one enantiomer of the racemic alcohol selectively reacts with 1 to give the corresponding glycoside with good to excellent α/β-stereo- and diastereoselectivity in high yield. WebIn toluene the chirality of the acid catalyst is seen to influence the stereochemical outcome of the glycosylation processes, hinting that perhaps diastereocontrol of glycosylation processes may become achievable through the judicious use of chiral organic catalysts. Publication status: Published Actions Email Cite Tweet Print Access Document
WebMay 15, 2015 · BEGIN:VCALENDAR VERSION:2.0 PRODID:-//Chemistry & Biochemistry - ECPv6.0.11//NONSGML v1.0//EN CALSCALE:GREGORIAN METHOD:PUBLISH X-WR-CALNAME:Chemistry & Biochemistry X-ORIGINAL-UR
WebDec 15, 2013 · It was subsequently found that a combination of Brønsted acid (carboxylic acid) and Lewis acid (MgBr2) was unique in catalyzing the desired glycosylation reaction. Thus, it was concluded that the two acids act synergistically to catalyze the … biodiversity management bureauWebFeb 10, 2024 · A new type of chiral super Brønsted C–H acids, BINOL-derived phosphoryl bis((trifluoromethyl)sulfonyl) methanes (BPTMs), were developed. As compared to widely utilized BINOL-derived chiral phosphoric acids (BPAs) and N-triflyl phosphoramides (NTPAs), BPTMs displayed much higher Brønsted acidity, resulting in dramatically … dahlia seven deadly sinsWebJul 21, 2024 · Abstract Chiral Brønsted acids have found widespread applications as organocatalysts. Weakly acidic species such as diols and (thio)ureas, typically classified as hydrogen bonding catalysts, as well as … biodiversity management bureau addressWebMar 3, 2010 · The use of a chiral Brønsted acid catalyst for the activation of trichloroacetimidate glycosyl donors has been demonstrated for the first time. In toluene … biodiversity loss postnoteWebNov 1, 2008 · Chiral Bronsted Acid: Innovations and Application to Regiodivergent Glycosylations Thesis Jan 2024 Tay Rosenthal View Show abstract Organocatalytic Enantioselective Friedel‐Crafts Alkylation... dahlias flowerWebMar 1, 2010 · In early 2010, the Fairbanks' group introduced a chiral BINOLderived phosphoric acid as chiral catalysts (R)-6 and (S)-6 for efficient 1,2-trans selective … biodiversity management committee pptWebNov 11, 2013 · Chiral Brønsted acid mediated glycosylation with recognition of alcohol chirality Angew Chem Int Ed Engl. 2013 Nov 11;52(46):12131-4. doi: … dahlias flowers and cats