The Experts below are selected from a list of 237 Experts worldwide ranked by ideXlab platform
Gregorio Torres - One of the best experts on this subject based on the ideXlab platform.
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from berbines to protopines regiocontrolled Hofmann Elimination hydroboration oxidation of n substituted berbinium salts
European Journal of Organic Chemistry, 2006Co-Authors: Maria Valpuesta, Amelia Díaz, Rafael Suau, Gregorio TorresAbstract:An improved synthetic approach to protopines based on the sequential Hofmann Elimination, hydroboration and oxidation of N-(arylmethyl)berbinium salts has been designed. By using berberine chloride as the starting material, this sequence of reactions has provided two new nonnatural proto
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From Berbines to Protopines: Regiocontrolled Hofmann Elimination/ Hydroboration/Oxidation of N-Substituted Berbinium Salts
European Journal of Organic Chemistry, 2006Co-Authors: Maria Valpuesta, Amelia Díaz, Rafael Suau, Gregorio TorresAbstract:An improved synthetic approach to protopines based on the sequential Hofmann Elimination, hydroboration and oxidation of N-(arylmethyl)berbinium salts has been designed. By using berberine chloride as the starting material, this sequence of reactions has provided two new nonnatural proto
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Regio‐ and Stereoselective Stevens Rearrangement of Benzyltetrahydroprotoberberinium Salts
European Journal of Organic Chemistry, 2004Co-Authors: Maria Valpuesta, Amelia Díaz, Rafael Suau, Gregorio TorresAbstract:8-(Arylmethyl)berbines are conveniently obtained through a Stevens rearrangement of the corresponding N-arylmethylberbinium salts with sodium methylsulfinylmethylide in DMSO. This procedure has provided two new nonnatural 8-benzylcanadines stereoselectively, without competition from the Hofmann Elimination. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
Mark York - One of the best experts on this subject based on the ideXlab platform.
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one pot Hofmann Elimination transesterification amidation reactions on rem resin using perfluorous solvents
Tetrahedron Letters, 2002Co-Authors: Richard J Morphy, Zoran Rankovic, Mark YorkAbstract:The incorporation of 2,2,2-trifluoroethanol esters into substrates for the REM resin synthesis of 3° amines allows a one-pot Hofmann Elimination/transesterification protocol to be performed. In this way α-amino acid esters and amides were synthesised by adding alcohols or 1° amines to the Hofmann Elimination mixture. The excess of nucleophile required to drive the transesterification or amidation to completion was found to be considerably lower when perfluorous solvents were used to accelerate the reaction (FAST effect).
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One-pot Hofmann Elimination-transesterification/amidation reactions on REM resin using perfluorous solvents
Tetrahedron Letters, 2002Co-Authors: J. Richard Morphy, Zoran Rankovic, Mark YorkAbstract:The incorporation of 2,2,2-trifluoroethanol esters into substrates for the REM resin synthesis of 3° amines allows a one-pot Hofmann Elimination/transesterification protocol to be performed. In this way α-amino acid esters and amides were synthesised by adding alcohols or 1° amines to the Hofmann Elimination mixture. The excess of nucleophile required to drive the transesterification or amidation to completion was found to be considerably lower when perfluorous solvents were used to accelerate the reaction (FAST effect).
J. Richard Morphy - One of the best experts on this subject based on the ideXlab platform.
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One-pot Hofmann Elimination-transesterification/amidation reactions on REM resin using perfluorous solvents
Tetrahedron Letters, 2002Co-Authors: J. Richard Morphy, Zoran Rankovic, Mark YorkAbstract:The incorporation of 2,2,2-trifluoroethanol esters into substrates for the REM resin synthesis of 3° amines allows a one-pot Hofmann Elimination/transesterification protocol to be performed. In this way α-amino acid esters and amides were synthesised by adding alcohols or 1° amines to the Hofmann Elimination mixture. The excess of nucleophile required to drive the transesterification or amidation to completion was found to be considerably lower when perfluorous solvents were used to accelerate the reaction (FAST effect).
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A NOVEL LINKER STRATEGY FOR SOLID-PHASE SYNTHESIS
Tetrahedron Letters, 1996Co-Authors: J. Richard Morphy, Zoran Rankovic, David C. ReesAbstract:Abstract The REM resin for solid phase synthesis is described. Its use is illustrated by preparing a small array of tertiary amines using a Hofmann Elimination reaction. No functional group is required for linking these compounds onto the resin other than the amine constructed during the synthesis.
Zoran Rankovic - One of the best experts on this subject based on the ideXlab platform.
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one pot Hofmann Elimination transesterification amidation reactions on rem resin using perfluorous solvents
Tetrahedron Letters, 2002Co-Authors: Richard J Morphy, Zoran Rankovic, Mark YorkAbstract:The incorporation of 2,2,2-trifluoroethanol esters into substrates for the REM resin synthesis of 3° amines allows a one-pot Hofmann Elimination/transesterification protocol to be performed. In this way α-amino acid esters and amides were synthesised by adding alcohols or 1° amines to the Hofmann Elimination mixture. The excess of nucleophile required to drive the transesterification or amidation to completion was found to be considerably lower when perfluorous solvents were used to accelerate the reaction (FAST effect).
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One-pot Hofmann Elimination-transesterification/amidation reactions on REM resin using perfluorous solvents
Tetrahedron Letters, 2002Co-Authors: J. Richard Morphy, Zoran Rankovic, Mark YorkAbstract:The incorporation of 2,2,2-trifluoroethanol esters into substrates for the REM resin synthesis of 3° amines allows a one-pot Hofmann Elimination/transesterification protocol to be performed. In this way α-amino acid esters and amides were synthesised by adding alcohols or 1° amines to the Hofmann Elimination mixture. The excess of nucleophile required to drive the transesterification or amidation to completion was found to be considerably lower when perfluorous solvents were used to accelerate the reaction (FAST effect).
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A NOVEL LINKER STRATEGY FOR SOLID-PHASE SYNTHESIS
Tetrahedron Letters, 1996Co-Authors: J. Richard Morphy, Zoran Rankovic, David C. ReesAbstract:Abstract The REM resin for solid phase synthesis is described. Its use is illustrated by preparing a small array of tertiary amines using a Hofmann Elimination reaction. No functional group is required for linking these compounds onto the resin other than the amine constructed during the synthesis.
Maria Valpuesta - One of the best experts on this subject based on the ideXlab platform.
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from berbines to protopines regiocontrolled Hofmann Elimination hydroboration oxidation of n substituted berbinium salts
European Journal of Organic Chemistry, 2006Co-Authors: Maria Valpuesta, Amelia Díaz, Rafael Suau, Gregorio TorresAbstract:An improved synthetic approach to protopines based on the sequential Hofmann Elimination, hydroboration and oxidation of N-(arylmethyl)berbinium salts has been designed. By using berberine chloride as the starting material, this sequence of reactions has provided two new nonnatural proto
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From Berbines to Protopines: Regiocontrolled Hofmann Elimination/ Hydroboration/Oxidation of N-Substituted Berbinium Salts
European Journal of Organic Chemistry, 2006Co-Authors: Maria Valpuesta, Amelia Díaz, Rafael Suau, Gregorio TorresAbstract:An improved synthetic approach to protopines based on the sequential Hofmann Elimination, hydroboration and oxidation of N-(arylmethyl)berbinium salts has been designed. By using berberine chloride as the starting material, this sequence of reactions has provided two new nonnatural proto
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Regio‐ and Stereoselective Stevens Rearrangement of Benzyltetrahydroprotoberberinium Salts
European Journal of Organic Chemistry, 2004Co-Authors: Maria Valpuesta, Amelia Díaz, Rafael Suau, Gregorio TorresAbstract:8-(Arylmethyl)berbines are conveniently obtained through a Stevens rearrangement of the corresponding N-arylmethylberbinium salts with sodium methylsulfinylmethylide in DMSO. This procedure has provided two new nonnatural 8-benzylcanadines stereoselectively, without competition from the Hofmann Elimination. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)