Literature DB >> 11405740

Tandem conjugate reduction-aldol cyclization using Stryker's reagent.

P Chiu1, C P Szeto, Z Geng, K F Cheng.   

Abstract

[see reaction]. Conjugate reduction by Stryker's reagent to form copper enolates, followed by intramolecular aldol cyclization, successfully generated five- and six-membered carbocycles in one pot efficiently. This tandem reaction is generally diastereoselective and provides good yields of the beta-hydroxyketones without any dehydration at low temperatures.

Entities:  

Year:  2001        PMID: 11405740     DOI: 10.1021/ol015944n

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


  3 in total

1.  Enantioselective Synthesis of β-Amino Acid Derivatives Enabled by Ligand-Controlled Reversal of Hydrocupration Regiochemistry.

Authors:  Sheng Guo; Jiaqi Zhu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-11       Impact factor: 15.336

2.  A catalytic, asymmetric formal synthesis of (+)-hamigeran B.

Authors:  Herschel Mukherjee; Nolan T McDougal; Scott C Virgil; Brian M Stoltz
Journal:  Org Lett       Date:  2011-01-27       Impact factor: 6.005

3.  Synthesis of (±)-tetrapetalone A-Me aglycon.

Authors:  Peter N Carlsen; Tyler J Mann; Amir H Hoveyda; Alison J Frontier
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-07       Impact factor: 15.336

  3 in total

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