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
Chemically-enabled synthesis of 1,2,3,4-tetrahydroisoquinolin-1-ones
Paul S. Humphries,Gayatri Balan,Bruce M. Bechle,Edward L. Conn,Kenneth J. DiRico,Yu Hui,Robert M. Oliver,James A. Southers,Xiaojing Yang +8 more
TL;DR: A number of efficient protocols for the facile synthesis of 1,2,3,4-tetrahydroisoquinolin-1-ones proved to be versatile, efficient and amenable to parallel synthesis.
Journal ArticleDOI
A stereocontrolled route to protected isocyanates from alcohols
TL;DR: In this article, a modified Mitsunobu approach to the formation of Nalkylated 1,2,4-dithiazolidine-3,5-diones from a wide range of alcohols with predominantly, inversion of configuration is described.
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Subtle Mitsunobu couplings under super-heating: the role of high-throughput continuous flow and microwave strategies
Atul Manvar,Anamik Shah +1 more
TL;DR: This review considers the utility of super-heating in fragile Mitsunobu reactions and bridges some of the apparent gaps in the extant literature by specifically describing the advances made by non-conventional heating assisted by microwave or continuous flow in one of the most powerful stereochemical transformations.
Journal ArticleDOI
Triphenylphosphine-free approach for one-pot N-alkylation of purine, pyrimidine, and azole derivatives with alcohols using P2O5/KI: A facile and selective route to access carboacyclic nucleosides
TL;DR: A facile, selective and mild synthetic approach for one-pot N-alkylation of nucleobases and other related N-heterocycles via alcohols, using a mixture of P2O5 and KI is described in this paper.
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Expanding the medicinal chemistry toolbox: stereospecific generation of methyl group-containing propylene linkers
Kristopher Bosse,Jason Marineau,Deane M. Nason,Fliri Anton F J,Barb E. Segelstein,Desai Kishor A,Robert A. Volkmann +6 more
TL;DR: A general strategy is described for stereospecifically generating 18 chiral mono- and di-methylpropylene linkers that generated 12 vicinal 1,2-propylene targets and all 1,3-disubstituted targets from pentane-2,4-diol.
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
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.
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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