Literature DB >> 15810831

A tandem carbanion addition/carbon-carbon bond cleavage yields alkynyl ketones.

Shin Kamijo1, Gregory B Dudley.   

Abstract

Carbanion addition to vinylogous acid triflates triggers carbon-carbon bond cleavage to form alkynyl ketones under mild conditions. Mechanistic factors affecting the cleavage event and its relationship to complementary fragmentations are discussed. A range of tethered keto-alkynes are obtained by a unified approach.

Entities:  

Year:  2005        PMID： 15810831     DOI： 10.1021/ja050663m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  3 in total

Review 1.  Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review.

Authors:  Tayebeh Hosseinnejad; Bahareh Fattahi; Majid M Heravi
Journal:  J Mol Model       Date:  2015-09-18       Impact factor: 1.810

2.  Stereoelectronic effects in the fragmentation of γ-silyloxy-β-hydroxy-α-diazocarbonyl compounds.

Authors:  Nitinkumar D Jabre; Matthias Brewer
Journal:  J Org Chem       Date:  2012-10-15       Impact factor: 4.354

3.  Toward an integrated route to the vernonia allenes and related sesquiterpenoids.

Authors:  Da Xu; Michael A Drahl; Lawrence J Williams
Journal:  Beilstein J Org Chem       Date:  2011-07-05       Impact factor: 2.883
  3 in total

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