Literature DB >> 16388659

Improved Julia-Kocienski conditions for the methylenation of aldehydes and ketones.

Christophe Aïssa1.   

Abstract

[reaction: see text] The scope of the methylenation of aldehydes and ketones under optimized Julia-Kocienski conditions is broadened by using 1-tert-butyl-1H-tetrazol-5-ylmethyl sulfone. Two different Barbier-type procedures are applied with NaHMDS at -78 degrees C or Cs2CO3 at 70 degrees C. The latter conditions are also adapted for the preparation of 1,2-disubstituted olefins and intramolecular olefination reactions.

Entities:  

Year:  2006        PMID： 16388659     DOI： 10.1021/jo051693a

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  7 in total

1.  Convergent route to the spirohexenolide macrocycle.

Authors:  Brian D Jones; James J La Clair; Curtis E Moore; Arnold L Rheingold; Michael D Burkart
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

2.  Alpha-fluorovinyl Weinreb amides and alpha-fluoroenones from a common fluorinated building block.

Authors:  Arun K Ghosh; Shaibal Banerjee; Saikat Sinha; Soon Bang Kang; Barbara Zajc
Journal:  J Org Chem       Date:  2009-05-15       Impact factor: 4.354

3.  Hydrazone and Oxime Olefination via Ruthenium Alkylidenes.

Authors:  Daniel J Nasrallah; Troy E Zehnder; Jacob R Ludwig; Daniel C Steigerwald; John J Kiernicki; Nathaniel K Szymczak; Corinna S Schindler
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-29       Impact factor: 16.823

4.  Stereoselective cis-Vinylcyclopropanation via a Gold(I)-Catalyzed Retro-Buchner Reaction under Mild Conditions.

Authors:  Bart Herlé; Philipp M Holstein; Antonio M Echavarren
Journal:  ACS Catal       Date:  2017-04-18       Impact factor: 13.084

5.  Unnatural α-amino ethyl esters from diethyl malonate or ethyl β-bromo-α-hydroxyiminocarboxylate.

Authors:  Eloi P Coutant; Vincent Hervin; Glwadys Gagnot; Candice Ford; Racha Baatallah; Yves L Janin
Journal:  Beilstein J Org Chem       Date:  2018-11-16       Impact factor: 2.883

6.  The Enantioselective Synthesis of Eburnamonine, Eucophylline, and 16'-epi-Leucophyllidine.

Authors:  Christopher E Reimann; Aurapat Ngamnithiporn; Kohei Hayashida; Daisuke Saito; Katerina M Korch; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-06       Impact factor: 16.823

7.  Ring-Closing Metathesis Approaches towards the Total Synthesis of Rhizoxins.

Authors:  Marc Liniger; Christian M Neuhaus; Karl-Heinz Altmann
Journal:  Molecules       Date:  2020-10-02       Impact factor: 4.411
  7 in total

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