Iron-Promoted 1,5-Substitution (SN2) Reactions of Enyne Acetates and Oxiranes with Grignard Reagents

Küçük Resim Yok

Tarih

2017

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Wiley-V C H Verlag Gmbh

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

Acetate derivatives of 2-en-4-yne alcohols 1 and enyne oxiranes 4 regioselectively underwent 1,5-substitution (S(N)2 '') reactions with Grignard reagents in the presence of an iron compound to provide vinylallenes exclusively with the (E)-configuration. An alkali salt was needed to avoid the hydride-promoted reductive 1,5-substitution pathway for 1, whereas no such additive was needed for the effective conversion of 4 into the desired alkylated or arylated vinylallene structure.

Açıklama

Anahtar Kelimeler

Enynes, Grignard Reaction, Iron, Nucleophilic Substitution, Regioselectivity, Electrocyclic Ring-Closure, Cross-Coupling Reactions, Diels-Alder Reactions, Stereoselective-Synthesis, Carbonyl-Compounds, 4+1 Cycloaddition, Vinyl-Allenes, Vinylallenes, Ketones, Esters

Kaynak

Asian Journal Of Organic Chemistry

WoS Q Değeri

Q2

Scopus Q Değeri

Q2

Cilt

6

Sayı

10

Künye