| dc.contributor.author | CONNON, STEPHEN | en |
| dc.contributor.author | KAVANAGH, SARAH | en |
| dc.date.accessioned | 2012-01-10T17:18:48Z | |
| dc.date.available | 2012-01-10T17:18:48Z | |
| dc.date.issued | 2010 | en |
| dc.date.submitted | 2010 | en |
| dc.identifier.citation | Piccinini, S. A. Kavanagh, P. B. Connon and S. J. Connon, Catalytic (asymmetric) methylene transfer to aldehydes, Organic Letters, 12, 3, 2010, 608-611 | en |
| dc.identifier.other | Y | en |
| dc.identifier.uri | http://hdl.handle.net/2262/61590 | |
| dc.description | PUBLISHED | en |
| dc.description | Highlighted in Synfacts (2010, 349). | en |
| dc.description.abstract | An investigation into the poor activity of sulfides as catalysts for sulfonium-ylide-mediated methylene transfer to aldehydes has indicated that ylide formation is the problematic catalytic cycle step. Alkylation with traditional electrophiles does not proceed with sufficient efficiency to allow the sulfide to be used catalytically. Methyl triflate rapidly alkylates cyclic thiolanes under mild conditions, allowing their use in efficient aldehyde epoxidation reactions (in conjunction with phosphazene bases) at loadings as low as 10 mol%. | en |
| dc.description.sponsorship | This material was based on work funded by Science Foundation Ireland. We dedicate this work to the memory Paul B. Connon, an aspiring young scientist and our coworker in this endeavour who sadly passed away before submission of this manuscript. | en |
| dc.format.extent | 608-611 | en |
| dc.language.iso | en | en |
| dc.relation.ispartofseries | Organic Letters | en |
| dc.relation.ispartofseries | 12 | en |
| dc.relation.ispartofseries | 3 | en |
| dc.rights | Y | en |
| dc.subject | sulfonium-ylide-mediated methylene transfer to aldehydes | en |
| dc.subject | Chemistry | en |
| dc.title | Catalytic (asymmetric) methylene transfer to aldehydes | en |
| dc.type | Journal Article | en |
| dc.type.supercollection | scholarly_publications | en |
| dc.type.supercollection | refereed_publications | en |
| dc.identifier.peoplefinderurl | http://people.tcd.ie/connons | en |
| dc.identifier.rssinternalid | 71067 | en |
| dc.subject.TCDTheme | Nanoscience & Materials | en |
| dc.identifier.rssuri | http://dx.doi.org/10.1021/ol902816w | en |
| dc.contributor.sponsor | Science Foundation Ireland (SFI) | en |
