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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Total synthesis of (+)-bretonin B: access to the (E,Z,E)-triene core by a late-stage Peterson elimination of a convergently assembled silyl ether
TL;DR: The title compound was synthesized in a concise route (nine linear steps, 31% overall yield) employing an α-silyl epoxide ring opening, a Julia-Kocienski olefination and a late-stage Peterson elimination as key steps as mentioned in this paper.
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A Fast Assembly of (−)‐Epigallocatechin‐3‐gallate [(−)‐EGCG] via Intra‐ and Inter‐molecular Mitsunobu Reaction
TL;DR: The authors described a concise construction of (−)-EGCG (1f) with an overall yield of 20% for seven steps based on the starting cinnamyl alcohol derivative 3, featuring asymmetric dihydroxylation (ADH), intra-and inter- molecular Mitsunobu reaction as key steps.
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Highly selective direct azidation of alcohols over a heterogeneous povidone–phosphotungstic solid acid catalyst
TL;DR: In this paper, a simple protocol for the selective azidation of alcohols is developed using a solid acid hybrid of a povidone and phosphotungstic acid (PVP-PWA) using azidotrimethylsilane as an azide source at room temperature.
Journal ArticleDOI
Efficient Alkylation Methods for the Synthesis of Hybrid Fluorocarbon–Hydrocarbon Tetrazoles as Potential Fluorinated Surfactants
TL;DR: In this paper, the first 1,5 and 2,5 disubstituted fluorous tetrazoles are sought as potential surfactants, using alkyl iodides and triflates.
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N-(Diethoxyphosphoryl)-O-benzylhydroxylamine—a convenient substrate for the synthesis of N-substituted O-benzylhydroxylamines
TL;DR: In this paper, an efficient procedure for dephosphorylation of N-substituted O-benzylhydroxylamines to provide N-alkylation was also established.
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