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Journal ArticleDOI

Progress in the mitsunobu reaction. a review

David L. Hughes
- 01 Apr 1996 - 
- Vol. 28, Iss: 2, pp 127-164
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.
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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.

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Citations
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Journal ArticleDOI

Recent Advances in the Mitsunobu Reaction: Modified Reagents and the Quest for Chromatography-Free Separation

TL;DR: Recent progress in synthetic approaches to the Mitsunobu reaction is reviewed in this paper, focusing on phase-switching modifications of phosphane, azodicarboxylate, and nucleophilic components.
Journal ArticleDOI

Synthesis and Properties of O-Glycosyl Calix[4]Arenes (Calixsugars)

TL;DR: In this article, a new family of carbohydrate-containing calixarene derivatives named calixsugars were introduced by glycosylation of the phenolic hydroxyl groups by means of a Mitsunobu reaction.
Journal ArticleDOI

Proline Editing: A General and Practical Approach to the Synthesis of Functionally and Structurally Diverse Peptides. Analysis of Steric versus Stereoelectronic Effects of 4-Substituted Prolines on Conformation within Peptides

TL;DR: Proline editing provides access to 4-Substituted prolines synthesized via proline editing, which allowed three parallel bioorthogonal reactions to be conducted in one solution.
Journal ArticleDOI

Organocatalytic mitsunobu reactions

TL;DR: A catalytic Mitsunobu reaction system is described in which the azo reagent is use as an organocatalyst and iodosobenzene diacetate is used as the stoichiometric oxidant.
Journal ArticleDOI

New insights into the mechanism of palladium-catalyzed allylic amination.

TL;DR: New insights into the mechanism of palladium-catalyzed allylic amination should facilitate synthesis of complex heterocycles, design of new ligands to control branched-to-linear ratio, as well as absolute stereochemistry of allylamines.
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.
Journal ArticleDOI

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.
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Preparation of Esters of Carboxylic and Phosphoric Acid via Quaternary Phosphonium Salts

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.
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