Literature DB >> 10986092

Impurity annihilation: chromatography-free parallel Mitsunobu reactions.

A G Barrett1, R S Roberts, J Schröder.   

Abstract

Mitsunobu reaction of an alcohol ROH with a carboxylic acid, phthalimide, or N-hydroxyphthalimide (NuH) using DNAD (4) and (diphenylphosphino)polystyrene (11) gave the products RNu. Ring-opening metathetic polymerization of the side product DNADH(2) (3) using Cl(2)(Cy(3)P)(2)Ru=CHPh (13) and filtration, to remove poly(DNADH(2)), (diphenylphosphino)polystyrene 11, its oxide, and its adduct with excess DNAD, gave RNu (43-100%, 86-96% purity) without recourse to chromatography.

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Year:  2000        PMID： 10986092     DOI： 10.1021/ol006313g

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Fluorous synthesis of heterocyclic systems.

Authors:  Wei Zhang
Journal:  Chem Rev       Date:  2004-05       Impact factor: 60.622

2.  Monomer-on-monomer (MoM) Mitsunobu reaction: facile purification utilizing surface-initiated sequestration.

Authors:  Pradip K Maity; Alan Rolfe; Thiwanka B Samarakoon; Saqib Faisal; Ryan D Kurtz; Toby R Long; Alexander Schätz; Daniel L Flynn; Robert N Grass; Wendelin J Stark; Oliver Reiser; Paul R Hanson
Journal:  Org Lett       Date:  2010-12-01       Impact factor: 6.005

3.  Intramolecular monomer-on-monomer (MoM) Mitsunobu cyclization for the synthesis of benzofused thiadiazepine-dioxides.

Authors:  Pradip K Maity; Quirin M Kainz; Saqib Faisal; Alan Rolfe; Thiwanka B Samarakoon; Fatima Z Basha; Oliver Reiser; Paul R Hanson
Journal:  Chem Commun (Camb)       Date:  2011-10-26       Impact factor: 6.222

4.  High-loading polyglycerol supported reagents for Mitsunobu- and acylation-reactions and other useful polyglycerol derivatives.

Authors:  Sebastian Roller; Haixia Zhou; Rainer Haag
Journal:  Mol Divers       Date:  2005       Impact factor: 2.943

5.  High-load, oligomeric dichlorotriazine: a versatile ROMP-derived reagent and scavenger.

Authors:  Alan Rolfe; Donald A Probst; Kelly A Volp; Iman Omar; Daniel L Flynn; Paul R Hanson
Journal:  J Org Chem       Date:  2008-10-21       Impact factor: 4.354

6.  Synthesis of N,N-Diethylbenzamides via a Non-Classical Mitsunobu Reaction.

Authors:  J Mason Hoffman; Justin N Miller; Margaret E Gardner; Danielle R LePar; Rongson Pongdee
Journal:  Synth Commun       Date:  2014-01-01       Impact factor: 2.007

Review 7.  Polymer-supported triphenylphosphine: application in organic synthesis and organometallic reactions.

Authors:  Ziad Moussa; Zaher M A Judeh; Saleh A Ahmed
Journal:  RSC Adv       Date:  2019-11-05       Impact factor: 4.036
  7 in total

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