Mitsunobu reaction

Definition: A substitution where an alcohol is converted into something else. Typical reagents are a dialkyl azodicarboxylate and a triarylphosphine. The alcohol stereocentre is inverted.

ID: RXNO:0000034

More about the RSC Name Reaction Ontology (RXNO)

Articles referencing this term

Tracking reactive intermediates in phosphine-promoted reactions with ambiphilic phosphino-boranes
Sylvie Moebs-Sanchez, Ghenwa Bouhadir, Nathalie Saffon, Laurent Maron and Didier Bourissou, Chem. Commun., 2008 , 3435
DOI: 10.1039/b805161e

Highly regioselective ring-opening of trisubstituted aziridines by sulfur-stabilised carbanions
Santiago Carballares, Donald Craig, Christopher J. T. Hyland, Pengfei Lu, Tanya Mathie and Andrew J. P. White, Chem. Commun., 2009 , 451
DOI: 10.1039/b815971h

The use of phosphonium anhydrides for the synthesis of 2-oxazolines, 2-thiazolines and 2-dihydrooxazine under mild conditions
Maria J. Petersson, Ian D. Jenkins and Wendy A. Loughlin, Org. Biomol. Chem., 2009 , 7 , 739
DOI: 10.1039/b818310d

Cobalt-catalysed hydrovinylation as the key step in a short synthesis of moenocinol
Gerhard Hilt and Jonas Treutwein, Chem. Commun., 2009 , 1395
DOI: 10.1039/b822023a

Solid-phase based total synthesis of Jasplakinolide by ring-closing metathesis
René Tannert, Tai-Shan Hu, Hans-Dieter Arndt and Herbert Waldmann, Chem. Commun., 2009 , 1493
DOI: 10.1039/b900342h

Combining two-directional synthesis and tandem reactions: new access to 3,5-disubstituted pyrrolizidines and first total synthesis of alkaloid cis-223B
Jean-Chistophe Legeay, William Lewis and Robert A. Stockman, Chem. Commun., 2009 , 2207
DOI: 10.1039/b900451c

Synthesis of substituted pyridines and pyridazines via ring closing metathesis
Timothy J. Donohoe, Lisa P. Fishlock, José A. Basutto, John F. Bower, Panayiotis A. Procopiou and Amber L. Thompson, Chem. Commun., 2009 , 3008
DOI: 10.1039/b904363b

Dual reactivity of a photochemically-generated cyclic enyne–allene
Alexander V. Kuzmin and Vladimir V. Popik, Chem. Commun., 2009 , 5707
DOI: 10.1039/b911871c

Efficient ruthenium-catalyzed synthesis of [3]dendralenes from 1,3-dienic allylic carbonates
Kassem Beydoun, Hui-Jun Zhang, Basker Sundararaju, Bernard Demerseman, Mathieu Achard, Zhenfeng Xi and Christian Bruneau, Chem. Commun., 2009 , 6580
DOI: 10.1039/b913595b

Asymmetric synthesis of bis-tetrahydrofuran cores in annonaceous acetogenins
Chia-Hsiu Chen, Ting-Chun Kuan, Ke-Jhen Lu and Duen-Ren Hou, Org. Biomol. Chem., 2010 , 8 , 3624
DOI: 10.1039/c004672h

Click-based synthesis and proteomic profiling of lipstatin analogues
Mun H. Ngai, Peng-Yu Yang, Kai Liu, Yuan Shen, Markus R. Wenk, Shao Q. Yao and Martin J. Lear, Chem. Commun., 2010 , 46 , 8335
DOI: 10.1039/c0cc01276a

Asymmetric synthesis of a tricyclic benzofuran motif: a privileged core structure in biologically active molecules
Henrik Sundén and Roger Olsson, Org. Biomol. Chem., 2010 , 8 , 4831
DOI: 10.1039/c0ob00331j