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
Di-p-nitrobenzyl azodicarboxylate (DNAD): an alternative azo-reagent for the Mitsunobu reaction
TL;DR: In this paper, the hydrazine produced from DNAD is semisoluble in some solvents such as THF and CH2Cl2, which makes it separated easily from the reaction mixture just via filtration.
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The Mitsunobu reaction in the chemistry of nitrogen-containing heterocyclic compounds. The formation of heterocyclic systems (review)
TL;DR: In this paper, the design of nitrogen-containing heterocyclic systems involving the formation of C-N bonds under the conditions of the Mitsunobu reaction is discussed.
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Enantio- and diastereocontrolled synthesis of (−)-19(S)-acetoxy-N1-acetyl-20-epitubifolidine
TL;DR: An enantiocontrolled route to the 19-oxygenated pentacyclic Strychnos alkaloids has been demonstrated by the stereoselective synthesis of (−)-19(S )-acetoxy- N 1 -acetyl-20-epitubifolidine as discussed by the authors.
Journal ArticleDOI
Total synthesis of antitumor agents, (+)-goniopypyrone and (+)-7-epi-goniofufurone
TL;DR: In this paper, the synthesis of enantiopure (+)-7-epi-goniofufurone, 1 and (+)-goniopypyrone 2 has been achieved from C-4 carbon chain chiron 3, readily available from (R)-mandelic acid.
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The reaction of acyl cyanides with “Huisgen zwitterion”: an interesting rearrangement involving ester group migration between oxygen and nitrogen atoms
TL;DR: A novel rearrangement involving ester group migration was found in the reaction of acyl cyanides and Huisgen zwitterions, affording hydrazone derivatives at higher temperature (90 degrees C) and azine derivatives at lower temperature (20 degrees C), respectively.
References
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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.
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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