Literature DB >> 19888716

Oxidative carbon-carbon bond formation via allyldimethylsilyl enol ethers.

Leah C Konkol1, Brian T Jones, Regan J Thomson.   

Abstract

A method for the oxidative alkylation of ketones through intramolecular allyl-group transfer within preformed allyldimethylsilyl enol ethers is reported. A number of examples are detailed, including a study into the effects of resident sterocenters within cyclic enol ethers.

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Year:  2009        PMID： 19888716      PMCID： PMC2788111          DOI： 10.1021/ol902400q

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


  10 in total

1.  Cerium(IV) ammonium nitrate--a versatile single-electron oxidant.

Authors:  Vijay Nair; Ani Deepthi
Journal:  Chem Rev       Date:  2007-04-14       Impact factor: 60.622

2.  Reference scales for the characterization of cationic electrophiles and neutral nucleophiles.

Authors:  H Mayr; T Bug; M F Gotta; N Hering; B Irrgang; B Janker; B Kempf; R Loos; A R Ofial; G Remennikov; H Schimmel
Journal:  J Am Chem Soc       Date:  2001-10-03       Impact factor: 15.419

3.  Facile Route to Tetrasubstituted Pyrazoles Utilizing Ceric Ammonium Nitrate.

Authors:  James J Devery; Pramod K Mohanta; Brian M Casey; Robert A Flowers
Journal:  Synlett       Date:  2009       Impact factor: 2.454

4.  Total synthesis of the lycopodium alkaloid (+)-serratezomine A.

Authors:  Aroop Chandra; Julie A Pigza; Jeong-Seok Han; Daniel Mutnick; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2009-03-18       Impact factor: 15.419

5.  Diastereoselective oxidative carbon-carbon bond formation via silyl bis-enol ethers.

Authors:  Christopher T Avetta; Leah C Konkol; Carla N Taylor; Karen C Dugan; Charlotte L Stern; Regan J Thomson
Journal:  Org Lett       Date:  2008-12-18       Impact factor: 6.005

6.  Solvent-dependent chemoselectivities in additions of beta-carbonyl imines to allyltrimethylsilane with CTAN.

Authors:  Yang Zhang; Andrew J Raines; Robert A Flowers
Journal:  J Org Chem       Date:  2004-09-17       Impact factor: 4.354

7.  Oxidative carbon-carbon bond formation via silyl bis-enol ethers: controlled cross-coupling for the synthesis of quaternary centers.

Authors:  Michael D Clift; Carla N Taylor; Regan J Thomson
Journal:  Org Lett       Date:  2007-10-03       Impact factor: 6.005

8.  Development of a merged conjugate addition/oxidative coupling sequence. Application to the enantioselective total synthesis of metacycloprodigiosin and prodigiosin R1.

Authors:  Michael D Clift; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2009-10-14       Impact factor: 15.419

9.  Solvent-dependent chemoselectivities in Ce(IV)-mediated oxidative coupling reactions.

Authors:  Yang Zhang; Andrew J Raines; Robert A Flowers
Journal:  Org Lett       Date:  2003-06-26       Impact factor: 6.005

10.  Enantioselective organocatalysis using SOMO activation.

Authors:  Teresa D Beeson; Anthony Mastracchio; Jun-Bae Hong; Kate Ashton; David W C Macmillan
Journal:  Science       Date:  2007-03-29       Impact factor: 47.728
  10 in total
  2 in total

1.  Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers.

Authors:  Sandeep Dhanju; Aidan C Caravana; Regan J Thomson
Journal:  Org Lett       Date:  2020-10-01       Impact factor: 6.005

2.  Total Synthesis of Propolisbenzofuran B.

Authors:  Brian T Jones; Christopher T Avetta; Regan J Thomson
Journal:  Chem Sci       Date:  2014-05-01       Impact factor: 9.825
  2 in total

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