Communication

Gold(I)-Catalyzed Intermolecular [2+2] Cycloadditions between Allenamides and Alkenes

  1. Hélio Faustino1,
  2. Paloma Bernal1,
  3. Luis Castedo1,
  4. Fernando López2,*,
  5. José L. Mascareñas1,*

Article first published online: 5 JUN 2012

DOI: 10.1002/adsc.201200047

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 354, Issue 9, pages 1658–1664, June 18, 2012

Additional Information

How to Cite

Faustino, H., Bernal, P., Castedo, L., López, F. and Mascareñas, J. L. (2012), Gold(I)-Catalyzed Intermolecular [2+2] Cycloadditions between Allenamides and Alkenes. Adv. Synth. Catal., 354: 1658–1664. doi: 10.1002/adsc.201200047

Author Information

  1. 1

    Departamento de Química Orgánica, Centro Singular de Investigación en Química Biológica y Materiales Moleculares. Unidad Asociada al CSIC. Universidad de Santiago de Compostela, Avda. de las Ciencias, s/n, 15782 Santiago de Compostela, Spain, Fax: (+34)-981-595-012; phone: (+34) 981-563-100

  2. 2

    Instituto de Química Orgánica General, CSIC, C/Juan de la Cierva 3, 28006 Madrid, Spain, Fax: (+34)-91-564-4853; phone: (+34)-91-562-2900

*Instituto de Química Orgánica General, CSIC, C/Juan de la Cierva 3, 28006 Madrid, Spain, Fax: (+34)-91-564-4853; phone: (+34)-91-562-2900

Publication History

  1. Issue published online: 14 JUN 2012
  2. Article first published online: 5 JUN 2012
  3. Manuscript Received: 17 JAN 2012

Funded by

  • Spanish MEC. Grant Number: SAF2007-61015, SAF2010-20822-C02
  • Consolider-Ingenio 2010. Grant Number: CSD2007-00006
  • ERDF
  • CSIC
  • Xunta de Galicia. Grant Number: INCITE09 209 122 PR and GRC2010/12
  • Fundação para a Ciência e a Tecnologia-Portugal. Grant Number: PhD Grant SFRH/BD/60214/2009
  • Spanish MICINN
  • Johnson-Matthey

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Keywords:

  • allenamides;
  • cycloaddition;
  • cyclobutanes;
  • enamides;
  • gold

Abstract

3-(Propa-1,2-dien-1-yl)oxazolidin-2-one works as an efficient two-carbon partner in a variety of intermolecular gold-catalyzed [2+2] cycloadditions to alkenes. The transformation represents a simple and practical entry to highly substituted cyclobutane derivatives and takes place with complete regio- and stereocontrol.

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