Asymmetric 1,3-dipolar cycloadditions of acrylamides
| dc.contributor.author | Kissane, Marie | |
| dc.contributor.author | Maguire, Anita R. | |
| dc.date.accessioned | 2012-05-23T09:55:42Z | |
| dc.date.available | 2012-05-23T09:55:42Z | |
| dc.date.copyright | 2009 | |
| dc.date.issued | 2009 | |
| dc.description.abstract | This critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions with acrylamides. The use of chiral acrylamides as dipolarophiles leads to high levels of stereocontrol, due to conformational constraint in the acrylamides. Employment of chiral tertiary acrylamides containing nitrogen heterocycles is particularly effective in controlling the stereoselectivity. Following a general overview of 1,3-dipolar cycloadditions, the main body of the review focuses on asymmetric 1,3-dipolar cycloadditions of acrylamides with nitrile oxides, nitrones, diazoalkanes and azomethine ylides, with particular emphasis on the rationale for the observed stereocontrol (215 references). | en |
| dc.description.status | Peer reviewed | en |
| dc.description.version | Accepted Version | en |
| dc.format.mimetype | application/pdf | en |
| dc.identifier.citation | KISSANE, M. & MAGUIRE, A. R. 2010. Asymmetric 1,3-dipolar cycloadditions of acrylamides. Chemical Society Reviews, 39, 845-883. doi:10.1039/B909358N | en |
| dc.identifier.doi | 10.1039/B909358N | |
| dc.identifier.endpage | 883 | en |
| dc.identifier.issn | 0306-0012 | |
| dc.identifier.issn | 1460-4744 | |
| dc.identifier.issued | 2 | en |
| dc.identifier.journaltitle | Chemical Society Reviews | en |
| dc.identifier.startpage | 845 | en |
| dc.identifier.uri | https://hdl.handle.net/10468/593 | |
| dc.identifier.volume | 39 | en |
| dc.language.iso | en | en |
| dc.publisher | RSC Publishing | en |
| dc.relation.uri | http://pubs.rsc.org/en/content/articlelanding/2010/cs/b909358n | |
| dc.rights | ©2010, The Authors. Exclusive licence to publish RSC Publishing. | en |
| dc.subject | Asymmetric 1,3-dipolar cycloadditions | en |
| dc.subject | Chiral acrylamides | en |
| dc.subject | Stereocontrol | en |
| dc.subject | Regioselectivity | en |
| dc.subject | Nitrile oxides | en |
| dc.subject | Nitrones | en |
| dc.subject | Diazoalkanes | en |
| dc.subject | Azomethine ylides | en |
| dc.subject | Stereoselectivity | en |
| dc.subject.lcsh | Organic compounds--Synthesis | en |
| dc.subject.lcsh | Stereochemistry | en |
| dc.title | Asymmetric 1,3-dipolar cycloadditions of acrylamides | en |
| dc.type | Review | en |
