Asymmetric epoxidation of enones using cumyl hydroperoxide and in situ generated zinc complexes of chiral pyrrolidinyl alcohols
Küçük Resim Yok
Tarih
2017
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
The homogeneous asymmetric epoxidation of a range of enones was carried out using cumyl hydroperoxide, diethylzinc, and chiral pyrrolidinyl alcohol-containing ligands to afford the corresponding epoxy ketones with enantioselectivities of ?97% ee. Examination of the enantioselectivities obtained in the asymmetric epoxidation of enones using a range of chiral ligands indicated that synergy between the sterically bulky bicyclo[2.2.2]octane skeleton and the substituents attached to the carbinol moiety played an important role in determining the reaction enantioselectivity. The position and nature of the substituent on the aromatic ring of the enone also had a pronounced effect on the observed enantioselectivity. © 2017 Elsevier Ltd
Açıklama
Anahtar Kelimeler
cumene hydroperoxide, diethylzinc, enone derivative, ketone, methanol, oxygen, pyrrolidine derivative, pyrrolidinyl alcohol, unclassified drug, zinc complex, Article, asymmetric synthesis, catalyst, chemical structure, chirality, controlled study, enantiomer, enantioselectivity, epoxidation, priority journal, reaction optimization, stoichiometry, cumene hydroperoxide, diethylzinc, enone derivative, ketone, methanol, oxygen, pyrrolidine derivative, pyrrolidinyl alcohol, unclassified drug, zinc complex, Article, asymmetric synthesis, catalyst, chemical structure, chirality, controlled study, enantiomer, enantioselectivity, epoxidation, priority journal, reaction optimization, stoichiometry
Kaynak
Tetrahedron Asymmetry
WoS Q Değeri
N/A
Scopus Q Değeri
N/A
Cilt
28
Sayı
11
