The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Yashwant D. Vankar - One of the best experts on this subject based on the ideXlab platform.
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Bi(OTf)3 and SiO2-Bi(OTf)3 as Effective Catalysts for the
2015Co-Authors: Ferrier Rearrangement, Lokesh J. Babu, Anakshi Khare, Yashwant D. VankarAbstract:Abstract: Bi(OTf)3 and SiO2-Bi(OTf)3 are found to effectively catalyze the Ferrier Rearrangement of tri-O-acetyl glycals with different alcohols providing an effective route to 2,3-unsaturated O-glycosides with good anomeric selectivity and good to excellent yields after short reaction times
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gold iii chloride and phenylacetylene a catalyst system for the Ferrier Rearrangement and o glycosylation of 1 o acetyl sugars as glycosyl donors
ChemInform, 2015Co-Authors: Rashmi Roy, Parasuraman Rajasekaran, Asadulla Mallick, Yashwant D. VankarAbstract:A new catalyst system AuCl3/phenylacetylene is developed to promote the Ferrier Rearrangement of glycals and the O-glycosylation of 1-O-acetyl sugars.
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gold iii chloride and phenylacetylene a catalyst system for the Ferrier Rearrangement and o glycosylation of 1 o acetyl sugars as glycosyl donors
European Journal of Organic Chemistry, 2014Co-Authors: Rashmi Roy, Parasuraman Rajasekaran, Asadulla Mallick, Yashwant D. VankarAbstract:We have developed a new catalyst system comprising AuCl3 and phenylacetylene that promotes the Ferrier Rearrangement of glycals and 2-acetoxymethylglycals with different nucleophiles, and also the O-glycosylation of 1-O-acetyl sugars to obtain a variety of useful glycosides at room temperature through relay catalysis. Good anomeric selectivity was observed for the Ferrier Rearrangements, whereas the O-glycosylation of 1-O-acetyl sugars gave mixtures of diastereomers with moderate to excellent selectivity.
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bicyclic hybrid sugars as glycosidase inhibitors synthesis and comparative study of inhibitory activities of fused oxa oxa oxa aza and oxa carbasugar hybrid molecules
Journal of Organic Chemistry, 2014Co-Authors: Alafia A. Ansari, Parasuraman Rajasekaran, Musawwer M. Khan, Yashwant D. VankarAbstract:A few bicyclic hybrid sugar molecules comprising of oxa-aza, oxa-oxa, and oxa-carbasugar fused skeletons were designed and synthesized from C-2 acetoxyglucal involving Ferrier Rearrangement, Grignard addition, and ring-closing metathesis as key steps. The inhibitory activities of the synthesized molecules were tested against commercially available enzymes, which revealed the sugar–piperidine and sugar–pyran hybrids as potent and selective inhibitors.
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Efficient carbon-Ferrier Rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside
Beilstein-Institut, 2014Co-Authors: Alafia A. Ansari, Suman Y. Reddy, Yashwant D. VankarAbstract:A carbon-Ferrier Rearrangement on glycals has been performed by using ceric ammonium nitrate to obtain products in moderate to good yields with high selectivity. The versatility of this method has been demonstrated by applying it to differently protected glycals and by employing several nucleophiles. The obtained C-allyl glycoside has been utilized for the synthesis of a orthogonally protected 2-amino-2-deoxy-C-glycoside
Xuewei Liu - One of the best experts on this subject based on the ideXlab platform.
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diastereoselective synthesis of c vinyl glycosides via gold i catalyzed tandem 1 3 acyloxy migration Ferrier Rearrangement
Organic Letters, 2018Co-Authors: Nianyu Huang, Hongze Liao, Hui Yao, Tianpeng Xie, Shasha Zhang, Kun Zou, Xuewei LiuAbstract:A novel gold-catalyzed C-glycosylation has been developed to gain access to α,(Z)-selective C-vinyl glycosides, starting from readily available glycals and propargylic carboxylate. This reaction involves a tandem intermolecular gold-catalyzed 1,3-acyloxy migration/Ferrier Rearrangement with the involvement of allenic ester as the glycosyl acceptor. A wide range of substrate scope with good to excellent yields was achieved with complete diastereoselectivity.
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asymmetric syntheses of 8 oxabicyclo 3 2 1 octane and 11 oxatricyclo 5 3 1 0 undecane from glycals
Chemical Science, 2017Co-Authors: Hongze Liao, Wei Lin Leng, Hui Yao, Kim Le Mai Hoang, Amanda Ying Hui Voo, Xuewei LiuAbstract:Herein, we describe an efficient method to prepare enantiomerically pure 8-oxabicyclo[3.2.1]octanes via gold(I)-catalyzed tandem 1,3-acyloxy migration/Ferrier Rearrangement of glycal derived 1,6-enyne bearing propargylic carboxylates. The resultant compounds could then undergo interrupted Nazarov cyclization to afford diastereomerically pure 11-oxatricyclo[5.3.1.0]undecanes.
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Diastereoselective Synthesis of C‑Vinyl Glycosides via Gold(I)-Catalyzed Tandem 1,3-Acyloxy Migration/Ferrier Rearrangement
2017Co-Authors: Nianyu Huang, Hongze Liao, Hui Yao, Tianpeng Xie, Shasha Zhang, Kun Zou, Xuewei LiuAbstract:A novel gold-catalyzed C-glycosylation has been developed to gain access to α,(Z)-selective C-vinyl glycosides, starting from readily available glycals and propargylic carboxylate. This reaction involves a tandem intermolecular gold-catalyzed 1,3-acyloxy migration/Ferrier Rearrangement with the involvement of allenic ester as the glycosyl acceptor. A wide range of substrate scope with good to excellent yields was achieved with complete diastereoselectivity
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regio and stereoselective synthesis of β keto functionalized c glycosides via iron catalyzed Ferrier Rearrangement reactions
RSC Advances, 2014Co-Authors: Hong Yee Tan, Shaohua Xiang, Wei Lin Leng, Xuewei LiuAbstract:An efficient iron-catalyzed decarboxylative C-glycosylation of glycals with β-keto acids via decarboxylative Ferrier Rearrangement reaction has been established. This approach provides a wide range of β-keto-functionalized 2,3-unsaturated C-glycosides in moderate to good yields. Good selectivities are mainly observed with the use of D-galactal along with bulkier β-keto acids bearing phenyl moieties.
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zncl2 alumina impregnation catalyzed Ferrier Rearrangement an expedient synthesis of pseudoglycosides
ChemInform, 2009Co-Authors: Bala Kishan Gorityala, Rujee Lorpitthaya, Yaguang Bai, Xuewei LiuAbstract:Abstract An improved method for the synthesis of 2,3-unsaturated-O-glycosides has been developed. ZnCl2 impregnated on activated alumina acts as an excellent reagent system for the conversion of 2,4,6-tri-O-acetyl- d -glucal to 2,3-unsaturated-O-glycosides with high α-selectivity.
Peiran Chen - One of the best experts on this subject based on the ideXlab platform.
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gd otf 3 catalyzed preparation of 2 3 unsaturated o s n and c pyranosides from glycals by Ferrier Rearrangement
ChemInform, 2016Co-Authors: Peiran ChenAbstract:Abstract By using Gd(OTf)3 as the catalyst, synthesis of 2,3-unsaturated-glycosides has been performed by Ferrier Rearrangement. A series of 2,3-unsaturated O-, S-, N-, and C-glycosides were obtained from 3,4,6-tri-O-acetyl- d -glucal, 3,4,6-tri-O-benzyl- d -glucal, and 3,4-di-O-acetyl- l -rhamnal under mild reaction conditions in good yields and high anomeric selectivities.
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preparation of 2 3 unsaturated pseudoglycosides with Ferrier Rearrangement promoted by tm otf 3 as a highly efficient catalyst
ChemInform, 2015Co-Authors: Peiran ChenAbstract:Tm(OTf)3 is shown to be a highly efficient catalyst for the preparation of various 2,3-unsaturated glycosides in Ferrier Rearrangement reactions.
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preparation of 2 3 unsaturated pseudoglycosides with Ferrier Rearrangement promoted by tm otf 3 as a highly efficient catalyst
Tetrahedron Letters, 2015Co-Authors: Peiran ChenAbstract:Abstract By using Tm(OTf) 3 as the catalyst, an efficient Ferrier Rearrangement reaction system has been established. A series of O -, S -, N -, and C -2, 3-unsaturated-glucosides were obtained in good yields and high anomeric selectivities by the glycosidation of 3,4,6-tri- O -acetyl- d -glucal or 3,4-di- O -acetyl- l -rhamnal with the corresponding nucleophiles, including azaglycosylation with N -nucleophiles.
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an efficient procedure for the synthesis of 2 3 unsaturated o glycosides ticl3 otf as the catalyst for type i Ferrier Rearrangement
ChemInform, 2013Co-Authors: Peiran Chen, Lei LinAbstract:The Ferrier Rearrangement is performed with glucal (I) and a variety of structurally different alcohols.
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an efficient procedure for the synthesis of 2 3 unsaturated o glycosides ticl3 otf as the catalyst for type i Ferrier Rearrangement
Tetrahedron, 2013Co-Authors: Peiran Chen, Lei LinAbstract:An efficient type I Ferrier Rearrangement reaction system for the synthesis of 2,3-unsaturated-O-glycosides has been established by using TiCl3(OTf) as the catalyst. A series of 2,3-unsaturated-O-glucosides were prepared from 3,4,6-tri-O-acetyl-d-glucal in good yield and high anomeric selectivity.
Suresh Dharuman - One of the best experts on this subject based on the ideXlab platform.
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synthesis of 2 nitroglycals from glycals using the tetrabutylammonium nitrate trifluoroacetic anhydride triethylamine reagent system and base catalyzed Ferrier Rearrangement of acetylated 2 nitroglycals
Journal of Organic Chemistry, 2013Co-Authors: Suresh Dharuman, Preeti Gupta, Pavan K. Kancharla, Yashwant D. VankarAbstract:A reagent system comprising tetrabutylammonium nitrate–trifluoroacetic anhydride–triethylamine has been developed for the synthesis of 2-nitroglycals from various protected glycals. The base-catalyzed Ferrier Rearrangement on tri-O-acetylated 2-nitroglycals has been reported for the first time. Reactivity of these nitroacetates and associated selectivity has been examined, and some of the products have been converted into 2,3-diamino-2,3-dideoxyglycosides and methyl N-acetyl-d-lividosaminide.
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Synthesis of 2‑Nitroglycals from Glycals Using the Tetrabutylammonium Nitrate–Trifluoroacetic Anhydride–Triethylamine Reagent System and Base-Catalyzed Ferrier Rearrangement of Acetylated 2‑Nitroglycals
2013Co-Authors: Suresh Dharuman, Preeti Gupta, Pavan K. Kancharla, Yashwant D. VankarAbstract:A reagent system comprising tetrabutylammonium nitrate–trifluoroacetic anhydride–triethylamine has been developed for the synthesis of 2-nitroglycals from various protected glycals. The base-catalyzed Ferrier Rearrangement on tri-O-acetylated 2-nitroglycals has been reported for the first time. Reactivity of these nitroacetates and associated selectivity has been examined, and some of the products have been converted into 2,3-diamino-2,3-dideoxyglycosides and methyl N-acetyl-d-lividosaminide
Anup Kumar Misra - One of the best experts on this subject based on the ideXlab platform.
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synthesis of 2 3 unsaturated c glycosides by hclo4 sio2 catalyzed Ferrier Rearrangement of glycals
Carbohydrate Research, 2005Co-Authors: Pallavi Tiwari, Geetanjali Agnihotri, Anup Kumar MisraAbstract:Alkyl 2,3-unsaturated C-glycopyranosides have been prepared by Ferrier Rearrangement of acyl or alkyl protected glycals catalyzed by HClO4–SiO2.
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Ferrier Rearrangement catalyzed by hclo4 sio2 synthesis of 2 3 unsaturated glycopyranosides
Synthesis, 2005Co-Authors: Anup Kumar Misra, Pallavi Tiwari, Geetanjali AgnihotriAbstract:Alkyl 2,3-unsaturated glycopyranosides have been prepared by the Ferrier Rearrangement of acetyl protected glycals catalyzed by HClO 4 -SiO 2 . Operational simplicity, use of economically convenient catalyst, mild reaction conditions, high yields, short reaction times are the key features of this protocol.