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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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Patent

Substituted triazine derivatives and use thereof as stimulators of soluble guanylate cyclase

TL;DR: The present application relates to novel substituted triazines of formula (I) in which the ring Q stands for 8- or 9-member heteroaryl and R 4 stands for hydroxy or amino as mentioned in this paper.
Journal ArticleDOI

Synthesis of Enantiopure 3-Hydroxypiperidines from Sulfinyl Dienyl Amines by Diastereoselective Intramolecular Cyclization and [2,3]-Sigmatropic Rearrangement

TL;DR: The highly diastereoselective base-promoted intramolecular cyclization of a variety of enantiopure sulfinyl dienyl amines provides novel sulfinyl tetrahydropyridines that are readily converted to 3-hydroxy tetrahyl sulfoxides via sigmatropic rearrangement.
Journal ArticleDOI

Synthesis of novel 3′-methyl-5′-norcarbocyclic nucleoside phosphonates as potential anti-HIV agents

TL;DR: In this paper, the synthesis of novel 3′-methyl-5′-norcarbocyclic nucleoside phosphonates 1a-c and 2 was performed using 4-hydroxy-2-methylcyclo-pent-2enone as starting material.
Journal ArticleDOI

Role of Configuration at C6 in Catalytic Activity of l-Proline-Derived Bifunctional Organocatalysts.

TL;DR: The experimental results indicate that a proper relative stereochemistry at C2 and C6 in l-proline-derived bifunctional organocatalysts is important for successful catalysis and that catalysts (PTU and PU) with the 2S,6R configuration are much more efficient.
Journal ArticleDOI

Diversity oriented efficient access of trisubstituted purines via sequential regioselective Mitsunobu coupling and SNAr based C6 functionalizations

TL;DR: An efficient protocol for the syntheses of diverse 2, 6,7- and 2,6,9-trisubstituted purines is reported starting from the guanine precursor, 2-amino-6-chloropurine nucleoside through subsequent regioselective, high yielding Mitsunobu coupling and nucleophilic substitutions at C6 with versatile primary and secondary amines.
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.
Journal ArticleDOI

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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