Enantioselective installation of quaternary centers in cyclic oxonitriles
Yükleniyor...
Tarih
2015
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Wiley-VCH Verlag
Erişim Hakkı
info:eu-repo/semantics/embargoedAccess
Özet
Quaternary centers are rapidly and selectively installed in a series of seven-membered and bridged cyclic oxonitriles through conjugate addition of an alkoxide to chloroalkenenitriles, followed by a Claisen rearrangement. Using this strategy, the stereogenic information of the carbinol in secondary allylic alcohols is transferred to the newly generated quaternary center. Experimentally, the sequence rapidly
gives alkyl cyanocycloheptanones and bicycloalkanonecarbonitriles in good yield and with high selectivity, in a single synthetic operation.
Açıklama
Anahtar Kelimeler
Alkylation, Asymmetric synthesis, Rearrangement, Sigmatropic rearrangement, Synthetic methods
Kaynak
European Journal of Organic Chemistry
WoS Q Değeri
Scopus Q Değeri
Cilt
30
Sayı
Künye
Gunes, Y., Arcelik, N., Sahin, E., Fleming, F. F., & Altundas, R. (2015). Enantioselective Installation of Quaternary Centers in Cyclic Oxonitriles. European Journal of Organic Chemistry, 2015(30), 6679-6686.
