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Sergey A Kozmin - One of the best experts on this subject based on the ideXlab platform.
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preparation and 2 2 Cycloaddition of 1 triisopropylsiloxy 1 hexyne with methyl crotonate 3 butyl 4 methyl 2 triisopropylsiloxy cyclobut 2 enecarboxylic acid methyl ester
Organic Syntheses, 2011Co-Authors: Valeriy Shubinets, Michael P. Schramm, Sergey A KozminAbstract:Methyl crotonate Triisopropylsilyl trifluoromethanesulfonate Trifluoromethanesulfonanimide Silver carbonate Keywords: Cycloaddition; Triisopropylsiloxy-1-hexyne; Methylcrotonate; Siloxy alkynes; tert-Butyl hydroperoxide; Silylation; 1-Siloxy-1-alkynes; Cycloadditions; Waste disposal
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Organic Syntheses - Preparation and [2+2] Cycloaddition of 1‐Triisopropylsiloxy‐1‐Hexyne with Methyl Crotonate: 3‐Butyl‐4‐Methyl‐2‐Triisopropylsiloxy‐Cyclobut‐2‐Enecarboxylic Acid Methyl Ester
Organic Syntheses, 2010Co-Authors: Valeriy Shubinets, Michael P. Schramm, Sergey A KozminAbstract:Methyl crotonate Triisopropylsilyl trifluoromethanesulfonate Trifluoromethanesulfonanimide Silver carbonate Keywords: Cycloaddition; Triisopropylsiloxy-1-hexyne; Methylcrotonate; Siloxy alkynes; tert-Butyl hydroperoxide; Silylation; 1-Siloxy-1-alkynes; Cycloadditions; Waste disposal
Kevin M Brown - One of the best experts on this subject based on the ideXlab platform.
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origins of diastereoselectivity in lewis acid promoted ketene alkene 2 2 Cycloadditions
Organic Letters, 2014Co-Authors: Christopher M Rasik, Young J Hong, Dean J Tantillo, Kevin M BrownAbstract:A detailed analysis of a Lewis acid promoted ketene–alkene [2 + 2] Cycloaddition is reported. The studies have led to a rationalization for an observed inversion of diastereoselectivity between thermally induced and Lewis acid promoted ketene–alkene [2 + 2] Cycloadditions. The model is supported with both experimental and computational results.
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lewis acid promoted ketene alkene 2 2 Cycloadditions
Journal of the American Chemical Society, 2013Co-Authors: Christopher M Rasik, Kevin M BrownAbstract:Described are the first examples of ketene–alkene [2 + 2] Cycloadditions promoted by Lewis acids. Notable features of this method include (1) substantial rate acceleration relative to traditional thermal reactions, (2) good diastereoselectivities and yields for the formation of the cyclobutanone products, and (3) inverse diastereoselectivity compared with related thermal Cycloadditions for many examples. These studies not only provide access to synthetically versatile cyclobutanones that cannot be prepared by traditional thermal Cycloadditions but also address important mechanistic questions regarding ketene–alkene [2 + 2] Cycloaddition reactions.
Valeriy Shubinets - One of the best experts on this subject based on the ideXlab platform.
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preparation and 2 2 Cycloaddition of 1 triisopropylsiloxy 1 hexyne with methyl crotonate 3 butyl 4 methyl 2 triisopropylsiloxy cyclobut 2 enecarboxylic acid methyl ester
Organic Syntheses, 2011Co-Authors: Valeriy Shubinets, Michael P. Schramm, Sergey A KozminAbstract:Methyl crotonate Triisopropylsilyl trifluoromethanesulfonate Trifluoromethanesulfonanimide Silver carbonate Keywords: Cycloaddition; Triisopropylsiloxy-1-hexyne; Methylcrotonate; Siloxy alkynes; tert-Butyl hydroperoxide; Silylation; 1-Siloxy-1-alkynes; Cycloadditions; Waste disposal
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Organic Syntheses - Preparation and [2+2] Cycloaddition of 1‐Triisopropylsiloxy‐1‐Hexyne with Methyl Crotonate: 3‐Butyl‐4‐Methyl‐2‐Triisopropylsiloxy‐Cyclobut‐2‐Enecarboxylic Acid Methyl Ester
Organic Syntheses, 2010Co-Authors: Valeriy Shubinets, Michael P. Schramm, Sergey A KozminAbstract:Methyl crotonate Triisopropylsilyl trifluoromethanesulfonate Trifluoromethanesulfonanimide Silver carbonate Keywords: Cycloaddition; Triisopropylsiloxy-1-hexyne; Methylcrotonate; Siloxy alkynes; tert-Butyl hydroperoxide; Silylation; 1-Siloxy-1-alkynes; Cycloadditions; Waste disposal
Christopher M Rasik - One of the best experts on this subject based on the ideXlab platform.
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origins of diastereoselectivity in lewis acid promoted ketene alkene 2 2 Cycloadditions
Organic Letters, 2014Co-Authors: Christopher M Rasik, Young J Hong, Dean J Tantillo, Kevin M BrownAbstract:A detailed analysis of a Lewis acid promoted ketene–alkene [2 + 2] Cycloaddition is reported. The studies have led to a rationalization for an observed inversion of diastereoselectivity between thermally induced and Lewis acid promoted ketene–alkene [2 + 2] Cycloadditions. The model is supported with both experimental and computational results.
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lewis acid promoted ketene alkene 2 2 Cycloadditions
Journal of the American Chemical Society, 2013Co-Authors: Christopher M Rasik, Kevin M BrownAbstract:Described are the first examples of ketene–alkene [2 + 2] Cycloadditions promoted by Lewis acids. Notable features of this method include (1) substantial rate acceleration relative to traditional thermal reactions, (2) good diastereoselectivities and yields for the formation of the cyclobutanone products, and (3) inverse diastereoselectivity compared with related thermal Cycloadditions for many examples. These studies not only provide access to synthetically versatile cyclobutanones that cannot be prepared by traditional thermal Cycloadditions but also address important mechanistic questions regarding ketene–alkene [2 + 2] Cycloaddition reactions.
Michael P. Schramm - One of the best experts on this subject based on the ideXlab platform.
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preparation and 2 2 Cycloaddition of 1 triisopropylsiloxy 1 hexyne with methyl crotonate 3 butyl 4 methyl 2 triisopropylsiloxy cyclobut 2 enecarboxylic acid methyl ester
Organic Syntheses, 2011Co-Authors: Valeriy Shubinets, Michael P. Schramm, Sergey A KozminAbstract:Methyl crotonate Triisopropylsilyl trifluoromethanesulfonate Trifluoromethanesulfonanimide Silver carbonate Keywords: Cycloaddition; Triisopropylsiloxy-1-hexyne; Methylcrotonate; Siloxy alkynes; tert-Butyl hydroperoxide; Silylation; 1-Siloxy-1-alkynes; Cycloadditions; Waste disposal
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Organic Syntheses - Preparation and [2+2] Cycloaddition of 1‐Triisopropylsiloxy‐1‐Hexyne with Methyl Crotonate: 3‐Butyl‐4‐Methyl‐2‐Triisopropylsiloxy‐Cyclobut‐2‐Enecarboxylic Acid Methyl Ester
Organic Syntheses, 2010Co-Authors: Valeriy Shubinets, Michael P. Schramm, Sergey A KozminAbstract:Methyl crotonate Triisopropylsilyl trifluoromethanesulfonate Trifluoromethanesulfonanimide Silver carbonate Keywords: Cycloaddition; Triisopropylsiloxy-1-hexyne; Methylcrotonate; Siloxy alkynes; tert-Butyl hydroperoxide; Silylation; 1-Siloxy-1-alkynes; Cycloadditions; Waste disposal
