Literature DB >> 17309276

Anionic, in situ generation of formaldehyde: a very useful and versatile tool in synthesis.

Geoffrey Deguest1, Laurent Bischoff, Corinne Fruit, Francis Marsais.   

Abstract

A very simple, safe and powerful method for the in situ generation of formaldehyde at low temperature in anhydrous conditions is described. This new tool avoids the use of gaseous formaldehyde and is suitable for basic carbon nucleophiles which cannot be generated in aqueous reaction media. Various substrates, including organolithium reagents and enolates, underwent smooth hydroxymethylation showing the versatility of this process. A Wittig reaction was also carried out in high yield. [reaction: see text]

Entities:  

Year:  2007        PMID： 17309276     DOI： 10.1021/ol070145b

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


  6 in total

1.  Total synthesis of (±)-cycloclavine and (±)-5-epi-cycloclavine.

Authors:  Filip R Petronijevic; Peter Wipf
Journal:  J Am Chem Soc       Date:  2011-04-28       Impact factor: 15.419

2.  Toward the Synthesis of Nuphar Sesquiterpene Thioalkaloids: Stereodivergent Rhodium-Catalyzed Synthesis of the Thiolane Subunit.

Authors:  Ping Lu; Aaron T Herrmann; Armen Zakarian
Journal:  J Org Chem       Date:  2015-07-28       Impact factor: 4.354

3.  Total synthesis of myceliothermophins C, D, and E.

Authors:  K C Nicolaou; Lei Shi; Min Lu; Manas R Pattanayak; Akshay A Shah; Heraklidia A Ioannidou; Manjunath Lamani
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-27       Impact factor: 15.336

4.  Synthesis and profiling of a diverse collection of azetidine-based scaffolds for the development of CNS-focused lead-like libraries.

Authors:  Jason T Lowe; Maurice D Lee; Lakshmi B Akella; Emeline Davoine; Etienne J Donckele; Landon Durak; Jeremy R Duvall; Baudouin Gerard; Edward B Holson; Adrien Joliton; Sarathy Kesavan; Berenice C Lemercier; Haibo Liu; Jean-Charles Marié; Carol A Mulrooney; Giovanni Muncipinto; Morgan Welzel-O'Shea; Laura M Panko; Ann Rowley; Byung-Chul Suh; Meryl Thomas; Florence F Wagner; Jingqiang Wei; Michael A Foley; Lisa A Marcaurelle
Journal:  J Org Chem       Date:  2012-08-10       Impact factor: 4.354

5.  Synthesis of the B-seco limonoid core scaffold.

Authors:  Hanna Bruss; Hannah Schuster; Rémi Martinez; Markus Kaiser; Andrey P Antonchick; Herbert Waldmann
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883

6.  Solvent-Free Addition of Indole to Aldehydes: Unexpected Synthesis of Novel 1-[1-(1H-Indol-3-yl) Alkyl]-1H-Indoles and Preliminary Evaluation of Their Cytotoxicity in Hepatocarcinoma Cells.

Authors:  Graziella Tocco; Gloria Zedda; Mariano Casu; Gabriella Simbula; Michela Begala
Journal:  Molecules       Date:  2017-10-17       Impact factor: 4.411
  6 in total

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