Literature DB >> 17963405

The O-acylation of ketone enolates by allyl 1H-imidazole-1-carboxylate mediated with boron trifluoride etherate: a convenient procedure for the synthesis of substituted allyl enol carbonates.

Barry M Trost1, Jiayi Xu.   

Abstract

A convenient access to substituted allyl enol carbonates was established through the reaction of ketone enolates with the complex of allyl 1H-imidazole-1-carboxylates and boron trifluoride etherate.

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Year:  2007        PMID： 17963405      PMCID： PMC2587353          DOI： 10.1021/jo7016313

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


  7 in total

1.  A New Simple One-Pot Regioselective Preparation of Mixed Diesters of Carbonic Acid.

Authors:  Giorgio Bertolini; Gianfranco Pavich; Barbara Vergani
Journal:  J Org Chem       Date:  1998-08-21       Impact factor: 4.354

2.  Enantioselective palladium-catalyzed decarboxylative allylic alkylations.

Authors:  Shu-Li You; Li-Xin Dai
Journal:  Angew Chem Int Ed Engl       Date:  2006-08-11       Impact factor: 15.336

3.  Tsuji-trost allylic alkylation with ketone enolates.

Authors:  Manfred Braun; Thorsten Meier
Journal:  Angew Chem Int Ed Engl       Date:  2006-10-27       Impact factor: 15.336

4.  Palladium-catalyzed synthesis of substituted cycloheptane-1,4-diones by an asymmetric ring-expanding allylation (AREA).

Authors:  Sabrina R Schulz; Siegfried Blechert
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

5.  Synthesis of the carbocyclic core of zoanthenol: implementation of an unusual acid-catalyzed cyclization.

Authors:  Douglas C Behenna; Jennifer L Stockdill; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

6.  Enantioselective synthesis of alpha-tertiary hydroxyaldehydes by palladium-catalyzed asymmetric allylic alkylation of enolates.

Authors:  Barry M Trost; Jiayi Xu; Markus Reichle
Journal:  J Am Chem Soc       Date:  2007-01-17       Impact factor: 15.419

7.  Simple method for the preparation of esters from Grignard reagents and alkyl 1-imidazolecarboxylates.

Authors:  Thomas Werner; Anthony G M Barrett
Journal:  J Org Chem       Date:  2006-05-26       Impact factor: 4.354
  7 in total
  4 in total

1.  PREPARATION OF (S)-2-Allyl-2-methylcyclohexanone (Cyclohexanone, 2-methyl-2-(2-propen-1-yl)-, (2S)-).

Authors:  Justin T Mohr; Michael R Krout; Brian M Stoltz
Journal:  Organic Synth       Date:  2009

2.  Palladium-catalyzed decarboxylative asymmetric allylic alkylation of enol carbonates.

Authors:  Barry M Trost; Jiayi Xu; Thomas Schmidt
Journal:  J Am Chem Soc       Date:  2009-12-30       Impact factor: 15.419

3.  Enantioselective total synthesis of the reported structures of (-)-9-epi-presilphiperfolan-1-ol and (-)-presilphiperfolan-1-ol: structural confirmation and reassignment and biosynthetic insights.

Authors:  Allen Y Hong; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

4.  Palladium-Catalyzed Enantioselective Csp3-Csp3 Cross-Coupling for the Synthesis of (Poly)fluorinated Chiral Building Blocks.

Authors:  Yanhui Lu; Elizabeth L Goldstein; Brian M Stoltz
Journal:  Org Lett       Date:  2018-09-05       Impact factor: 6.005
  4 in total

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