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Simple protocol for enhanced (E)-selectivity in Julia–Kocienski reaction

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Pospisil, Jiri [UCL]

A short and efficient Julia–Kocienski olefination protocol, based upon the use of chelating agents (18- crown-6 or TDA-1 for K+; 12-crown-4 or HMPA for Li+), was developed. This protocol enhances the (E)- selectivity of the reaction and the desired olefins are obtained generally with >10:1 (E/Z)-selectivity.

Document type Article de périodique (Journal article) – Article de recherche
Publication date 2011
Language Anglais
Journal information "Tetrahedron Letters" - Vol. 52, no. 18, p. 2348–2352 (26 February 2011)
Peer reviewed yes
Publisher Pergamon ((United Kingdom) Kidlington)
issn 0040-4039
Publication status Publié
Affiliation UCL - SST/IMCN/MOST - Molecules, Solids and Reactivity
Keywords Julia–Kocienski reaction ; Olefins ; Selectivity ; Chelation ; 1313
Links
Bibliographic reference Pospisil, Jiri. Simple protocol for enhanced (E)-selectivity in Julia–Kocienski reaction. In: Tetrahedron Letters, Vol. 52, no. 18, p. 2348–2352 (26 February 2011)
Permanent URL http://hdl.handle.net/2078.1/74133