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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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Synthesis of C2-symmetric analogues of 4-(pyrrolidino)pyridine: new chiral nucleophilic catalysts

TL;DR: In this article, the synthesis of enantiomerically pure C2-symmetric 4-(pyrrolidino)pyridine derivatives by SNAr of 4-halo-/4-phenoxypyridines and by cyclocondensation from 4-aminopyridine are described.
Journal ArticleDOI

An effective approach to artificial nucleases using copper(II) complexes bearing nucleobases

TL;DR: High DNA cleavage ability and selectivity of novel copper(ii) complexes could be attributed to the synergic effects of the metal center and the pendant nucleobases.
Journal ArticleDOI

Mitsunobu approach to the synthesis of optically active alpha,alpha-disubstituted amino acids.

TL;DR: Several alpha,alpha-disubstituted amino acids were synthesized in high overall chemical yield and optical purity and complete inversion of configuration was observed at the alpha-carbon.
Journal ArticleDOI

Intramolecular [4 + 2] Cycloadditions of Iminoacetonitriles: A New Class of Azadienophiles for Hetero Diels−Alder Reactions

TL;DR: Iminoacetonitriles participate as reactive dienophiles in stereoselective intramolecular hetero Diels-Alder reactions which afford substituted quinolizidines and constitute latent iminium ions, which upon exposure to mild protic or Lewis acids are unmasked, setting the stage for further useful synthetic transformations.
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Microwave-assisted solution phase synthesis of dihydropyrimidine C5 amides and esters

TL;DR: In this paper, a multifunctionalized dihydropyrimidine-5-carboxylic amides and esters are generated in a multistep sequence integrating a variety of enabling and high throughput technologies such as automated or parallel microwave synthesis, the use of polymer-supported reagents, fluorous synthesis and purification strategies, and a continuous flow hydrogenation system.
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.
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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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