Regioselective allylic alkylation and etherification catalyzed by in situ generated N-heterocyclic carbene ruthenium complexes

Küçük Resim Yok

Tarih

2006

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Pergamon-Elsevier Science Ltd

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

Benzimidazolium halides are used for the first time as ligand precursors in ruthenium-catalyzed substitution of allylic carbonates and chlorides by carbon nucleophiles and phenols, respectively. After generation of diaminocarbene species upon deprotonation by tBuOK, their association with [Cp*Ru(MeCN)(3)]PF6 induces a very high regioselectivity in favor of the branched isomers when cinnamyl derivatives are used as starting substrates. They also provide good regioselectivities for the allylation of phenols by unsymmetrical aliphatic allylic substrates such as 3-chloro-4-phenylbut-1-ene, and thus provide a straightforward access to new allylic phenyl ethers. (c) 2005 Elsevier Ltd. All rights reserved.

Açıklama

Anahtar Kelimeler

Asymmetric Hydrogenation, Alkene Metathesis, Substitution, Derivatives, Precursors, Amination, Ligands, Halides

Kaynak

Tetrahedron Letters

WoS Q Değeri

Q2

Scopus Q Değeri

Q3

Cilt

47

Sayı

4

Künye