Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides. Issue 25 (22nd June 2017)
- Record Type:
- Journal Article
- Title:
- Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides. Issue 25 (22nd June 2017)
- Main Title:
- Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides
- Authors:
- Lingua, Hugo
Vibert, François
Mouysset, Dominique
Siri, Didier
Bertrand, Michèle P.
Feray, Laurence - Abstract:
- Abstract: The iron(II) chloride- and copper(I) iodide-mediated carbozincation of a panel of substituted ynamides is described in this article. The reaction is totally regio- and stereoselective. Experiments showed that the reaction mediated with Fe(II) was more substrate dependent than the reaction performed with Cu(I). Interestingly, in the presence of allylbromide, stereoselective carboallylation can be achieved for the first time in a one-pot procedure, leading to skipped dienamides. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 73:Issue 25(2017)
- Journal:
- Tetrahedron
- Issue:
- Volume 73:Issue 25(2017)
- Issue Display:
- Volume 73, Issue 25 (2017)
- Year:
- 2017
- Volume:
- 73
- Issue:
- 25
- Issue Sort Value:
- 2017-0073-0025-0000
- Page Start:
- 3415
- Page End:
- 3422
- Publication Date:
- 2017-06-22
- Subjects:
- Dialkylzinc -- Ynamides -- Carbometalation -- Copper (I) iodide -- Iron (II) chloride
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2017.04.065 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 2090.xml