The Experts below are selected from a list of 125904 Experts worldwide ranked by ideXlab platform
Friedrich Hammerschmidt - One of the best experts on this subject based on the ideXlab platform.
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Improved Synthesis of Racemate and Enantiomers of Taniguchi Lactone and Conversion of Their C–C Double Bonds into Triple Bonds
Synthesis, 2017Co-Authors: Petra Malová Križková, Wolfgang Lindner, Friedrich HammerschmidtAbstract:cis-2-Butene-1,4-diol was heated with triethyl orthoacetate and p-hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds of (±)-, (R)- and (S)-Taniguchi lactones were brominated and dehydrobrominated in two steps, using at first DBU and then LDA, to deliver the triple bonds.
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improved synthesis of racemate and enantiomers of Taniguchi lactone and conversion of their c c double bonds into triple bonds
Synthesis, 2017Co-Authors: Petra Malová Križková, Wolfgang Lindner, Friedrich HammerschmidtAbstract:cis-2-Butene-1,4-diol was heated with triethyl orthoacetate and p-hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds of (±)-, (R)- and (S)-Taniguchi lactones were brominated and dehydrobrominated in two steps, using at first DBU and then LDA, to deliver the triple bonds.
Petra Malová Križková - One of the best experts on this subject based on the ideXlab platform.
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Improved Synthesis of Racemate and Enantiomers of Taniguchi Lactone and Conversion of Their C–C Double Bonds into Triple Bonds
Synthesis, 2017Co-Authors: Petra Malová Križková, Wolfgang Lindner, Friedrich HammerschmidtAbstract:cis-2-Butene-1,4-diol was heated with triethyl orthoacetate and p-hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds of (±)-, (R)- and (S)-Taniguchi lactones were brominated and dehydrobrominated in two steps, using at first DBU and then LDA, to deliver the triple bonds.
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improved synthesis of racemate and enantiomers of Taniguchi lactone and conversion of their c c double bonds into triple bonds
Synthesis, 2017Co-Authors: Petra Malová Križková, Wolfgang Lindner, Friedrich HammerschmidtAbstract:cis-2-Butene-1,4-diol was heated with triethyl orthoacetate and p-hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds of (±)-, (R)- and (S)-Taniguchi lactones were brominated and dehydrobrominated in two steps, using at first DBU and then LDA, to deliver the triple bonds.
Wolfgang Lindner - One of the best experts on this subject based on the ideXlab platform.
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Improved Synthesis of Racemate and Enantiomers of Taniguchi Lactone and Conversion of Their C–C Double Bonds into Triple Bonds
Synthesis, 2017Co-Authors: Petra Malová Križková, Wolfgang Lindner, Friedrich HammerschmidtAbstract:cis-2-Butene-1,4-diol was heated with triethyl orthoacetate and p-hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds of (±)-, (R)- and (S)-Taniguchi lactones were brominated and dehydrobrominated in two steps, using at first DBU and then LDA, to deliver the triple bonds.
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improved synthesis of racemate and enantiomers of Taniguchi lactone and conversion of their c c double bonds into triple bonds
Synthesis, 2017Co-Authors: Petra Malová Križková, Wolfgang Lindner, Friedrich HammerschmidtAbstract:cis-2-Butene-1,4-diol was heated with triethyl orthoacetate and p-hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds of (±)-, (R)- and (S)-Taniguchi lactones were brominated and dehydrobrominated in two steps, using at first DBU and then LDA, to deliver the triple bonds.
Magnus Axelson - One of the best experts on this subject based on the ideXlab platform.
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Facile Production Scale Synthesis of (S)-Taniguchi Lactone: A Precious Building-Block
Organic Process Research & Development, 2014Co-Authors: Fredrik Von Kieseritzky, Yeliu Wang, Magnus AxelsonAbstract:A cost-efficient and facile synthesis of (S)-4-vinyldihydrofuran-2(3H)-one ((S)-1), better known as (S)-Taniguchi lactone, is described. Racemic Taniguchi lactone rac-1 was ring-opened with (S)-1-benzylmethylamine providing a diastereomeric mixture of hydroxyl-amides. The desired diastereomer (S,S)-2 was isolated by crystallization and subjected to acidic hydrolysis to release enantiopure title compound in good overall yield with an er in excess of 99%. The process was successfully scaled up to kilogram quantities.
Fredrik Von Kieseritzky - One of the best experts on this subject based on the ideXlab platform.
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Facile Production Scale Synthesis of (S)-Taniguchi Lactone: A Precious Building-Block
Organic Process Research & Development, 2014Co-Authors: Fredrik Von Kieseritzky, Yeliu Wang, Magnus AxelsonAbstract:A cost-efficient and facile synthesis of (S)-4-vinyldihydrofuran-2(3H)-one ((S)-1), better known as (S)-Taniguchi lactone, is described. Racemic Taniguchi lactone rac-1 was ring-opened with (S)-1-benzylmethylamine providing a diastereomeric mixture of hydroxyl-amides. The desired diastereomer (S,S)-2 was isolated by crystallization and subjected to acidic hydrolysis to release enantiopure title compound in good overall yield with an er in excess of 99%. The process was successfully scaled up to kilogram quantities.
