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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Carboxylation and Mitsunobu reaction of amines to give carbamates: retention vs inversion of configuration is substituent-dependent.
TL;DR: A mild method for the synthesis of carbamates from amino alcohols involves sequential carboxylation with carbon dioxide, followed by a Mitsunobu reaction that is dependent on whether the carbamic acid intermediate is N-substituted with hydrogen (retention) or carbon (inversion).
Journal ArticleDOI
Fluorous Mitsunobu reagents and reactions
TL;DR: In this paper, a fully fluorous Mitsunobu reaction procedure is introduced, which employs both existing fluorous phosphines and a new fluorous azodicarboxylate (C 6 F 13 CH 2 CH 2 OC(O)).
Journal ArticleDOI
Total synthesis of antitumor goniothalamus styryllactones
TL;DR: In this article, the Z-acrylate moiety was introduced by a Julia coupling between 16 or its epimer in benzylic position and methyl 3-phenylsulfonyl orthopropionate 11 followed by a highly diastereoselective reduction of the resulting β-keto sulfone which sets up the last of the four contiguous asymmetric center.
Journal ArticleDOI
Hydroxynitrile lyases in stereoselective catalysis.
TL;DR: The enantioselectivity of chiral metal-complex-Catalyzed additions of trimethylsilyl cyanide to aldehydes has been improved, but is, by far, not yet competitive with the HNL-catalyzed reactions.
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.
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.
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