Journal ArticleDOI
Progress in the mitsunobu reaction. a review
TLDR
A review of progress in the MITSUNOBU this article reaction can be found in this article, with a focus on the MIT SUNOBU reaction and a review of the progress.About:
This article is published in Organic Preparations and Procedures International.The article was published on 1996-04-01. It has received 373 citations till now. The article focuses on the topics: Mitsunobu reaction.read more
Citations
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Journal ArticleDOI
A Mitsunobu route to C-glycosides
Paolo Pasetto,Matthew C. Walczak +1 more
TL;DR: In this article, C-Glycosides were successfully prepared via dehydrative alkylation under Mitsunobu conditions, using substituted sulfonyl methanes as nucleophiles.
Journal ArticleDOI
One-Carbon Homologation of Primary Alcohols to Carboxylic Acids, Esters, and Amides via Mitsunobu Reactions with MAC Reagents.
TL;DR: A method is reported for the one-carbon homologation of an alcohol to the extended carboxylic acid, ester, or amide, followed by unmasking in the presence of a suitable nucleophile.
Journal ArticleDOI
PIII/PV═O-Catalyzed Intermolecular N-N Bond Formation: Cross-Selective Reductive Coupling of Nitroarenes and Anilines.
TL;DR: In this article, an organophosphorus-catalyzed method for the synthesis of unsymmetrical hydrazines by cross-selective intermolecular N-N reductive coupling is reported.
Journal ArticleDOI
Sulfoxide-controlled SN2′ displacements between cyanocuprates and epoxy vinyl sulfoxides
Joseph P. Marino,Laura J. Anna,Roberto Fernández de la Pradilla,María Victoria Martínez,Carlos Montero,A. Viso +5 more
TL;DR: In this paper, two short and convergent routes have been devised for the preparation of enantiomerically pure acyclic epoxy vinyl sulfoxides, which undergo highly regio-and stereoselective SN2' displacements with lithium cyanocuprates to give α'-alkylated, γ-oxygenated Z α,β-unsaturated sulfoxide in moderate to good yields and with good to excellent diastereoselectivities.
Journal ArticleDOI
The effect of solvent polarity on the rate of the Mitsunobu esterification reaction
TL;DR: The rate of the Mitsunobu esterification reaction of ethanol or isopropanol with benzoic acid was found to be much faster in non-polar solvents as mentioned in this paper.
References
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Journal ArticleDOI
The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products
TL;DR: In this article, a reagent formed by combining diethyl azodicarboxylate (DEAD) and triphenylphosphine (TPP) could be utilized in the intermolecular dehydration between an alcohol and various acidic components such as carboxylic acids, phosphoric diesters, imides, and active methylene compounds.
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Conformational analysis—CI
TL;DR: In this paper, it was concluded that the gauche-butane interaction has been incorrectly interpreted as to origin, and that the relationship between methyl groups is not the cause of the relative instability of gauche conformations.
Journal ArticleDOI
Preparation of Esters of Carboxylic and Phosphoric Acid via Quaternary Phosphonium Salts
Oyo Mitsunobu,Masaaki Yamada +1 more
TL;DR: In this article, the reaction of carboxylic acid with triphenyl phosphine and diethyl azodicarboxylate in the presence of an alcohol has been studied.
Journal ArticleDOI
Efficacious modification of the mitsunobu reaction for inversions of sterically hindered secondary alcohols
TL;DR: In this article, a modification of the Mitsunobu protocol for effecting stereochemical inversions of alcohols has been discovered in which use of p-nitrobenzoic acid as the nucleophilic partner results in significantly improved yields with relatively hindered substrates.
Journal ArticleDOI
Direct conversion of activated alcohols to azides using diphenyl phosphorazidate. A practical alternative to mitsunobu conditions
TL;DR: In this article, 14 alcohols were converted to their corresponding azides with inversion of configuration using diphenyl phosphorazidate and DBU, and the resulting azides were converted into azides.
Related Papers (5)
The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products
Preparation of Esters of Carboxylic and Phosphoric Acid via Quaternary Phosphonium Salts
Oyo Mitsunobu,Masaaki Yamada +1 more