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The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products

Mitsunobu, Oyo·1981·Synthesis

Abstract

Abstract The 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. By the use of DEAD and TPP, diols and hydroxy acids gave cyclic ethers and lactones, respectively. The reaction of nucleosides with DEAD and TPP afforded triphenylphosphoranylnucleosides. Alcohols reacted with 2,6-di-t-butyl-4-nitrophenol in the presence of DEAD and TPP to give aci-nitroesters which converted into the corresponding carbonyl compounds.

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Metadata

Authors
Mitsunobu, O.
Venue
Synthesis
Published
1981
Volume
1981
Issue
01
Pages
1-28
ISSN
  • 0039-7881 (ISSN-L)
  • 1437-210X
OpenAlex
W233628489
Cited by
4,118
References
0
FWCI
35.73
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products. https://app.cochat.ai/papers/10.1055/s-1981-29317
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Mitsunobu, O. (1981). The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products. Synthesis. https://doi.org/10.1055/s-1981-29317

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