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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A Novel Reaction of the “Huisgen Zwitterion” with Chalcones and Dienones: An Efficient Strategy for the Synthesis of Pyrazoline and Pyrazolopyridazine Derivatives
TL;DR: Two unexpected transformations: The reaction of the Huisgen zwitterion derived from triphenylphosphane and diisopropyl azodicarboxylate (DIAD) with chalcones affords functionalized pyrazolines and the reaction with dienones affordspyrazolopyridazines.
Journal ArticleDOI
A regio- and stereodivergent route to all isomers of vic-amino alcohols.
Berit Olofsson,Peter Somfai +1 more
TL;DR: This study presents a synthetic strategy leading to all eight possible isomers of a given beta-amino alcohol, starting from vinyl epoxides, and focuses on the propensity of vinylEpoxides and vinylaziridines to be selectively ring-opened at the allylic position by suitable hard nucleophiles.
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Enantioselective Synthesis and Photoracemization Studies of (+)-2-Cyclopropyl-7,8-dimethoxy-2H- chromene-5-carboxylic Acid Methyl Ester, an Advanced Intermediate of a Dihydrofolate Reductase Inhibitor
Peter Wipf,Warren S. Weiner +1 more
Journal ArticleDOI
Chemical Synthesis of the GHIJKLMNO Ring System of Maitotoxin.
Kyriacos C. Nicolaou,Michael O. Frederick,Antonio C. B. Burtoloso,Ross M. Denton,Fatima Rivas,Kevin P. Cole,Robert J. Aversa,Romelo Gibe,Taiki Umezawa,Takahiro Suzuki +9 more
TL;DR: In an effort to provide stronger experimental evidence of the molecular architecture of maitotoxin, its GHIJKLMNO ring system 3 was synthesized and the (13)C NMR chemical shifts of synthetic 3 matched closely those corresponding to the same domain of the natural product providing strong evidence for the correctness of the originally proposed structure.
Journal ArticleDOI
Synthesis of the Hexasaccharide Fragment of Landomycin A: Application of Glycosyl Tetrazoles and Phosphites in the Synthesis of a Deoxyoligosaccharide
Yu Guo,Gary A. Sulikowski +1 more
TL;DR: In this paper, the synthesis of the hexasaccharide fragment of the antitumor antibiotic landomycin A (1) (aka. NSC 639187) is described.
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.
Journal ArticleDOI
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