Advanced search
Publication Cover
Phosphorus, Sulfur, and Silicon and the Related Elements Volume 180, 2005 - Issue 3-4
Submit an article Journal homepage
58
Views
8
CrossRef citations to date
0
Altmetric
Original Articles

Kinetic Resolution of Allylic Alcohols Promoted by Electrophilic Selenium Reagents

C. Santi Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
,
M. Tiecco Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
,
L. Testaferri Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
,
C. Tomassini Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
,
F. Marini Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
,
L. Bagnoli Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
&
A. Temperini Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, University of Perugia, via del Liceo, Perugia, 06100, Canada
 show all
Pages 1071-1075 | Received 23 Feb 2004, Accepted 04 Oct 2004, Published online: 01 Feb 2007
 
Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days

Abstract

The first example of a kinetic resolution process promoted by an electrophilic selenium reagent is reported. Racemic allylic alcohols react with half equivalents of a selenenylating agent in methanol leading to the regiospecific formation of the corresponding addition products with a very high level of facial selectivity (98% de). The unreacted alcohol can be recovered in a optically enriched form (92% ee).

Acknowledgments

Financial support from MIUR, National Project “Stereoselezione in Sintesi Organica. Metodologie ed Applicazioni,” FIRB Project RBNE01MTYS-007, and from the University of Perugia, Progetti di Ateneo is greatfully aknowledged.

Log in via your institution

Access through your institution

Log in to Taylor & Francis Online

Restore content access

Restore content access for purchases made as guest
Purchase options * Save for later

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 2,235.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.