Synthesis of tricyclic ring systems: [2+2] ketene addition reaction for preparation of tricyclic ketone, alcohol, and lactone derivatives
Yükleniyor...
Tarih
2017
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Springer International Publishing Ag
Erişim Hakkı
info:eu-repo/semantics/embargoedAccess
Özet
The addition of dichloroketene to 1,4-cyclohexadiene was examined. Dichloroketene, which was easily prepared from trichloroacetyl chloride and Zn-Cu, reacted with 1,4-cyclohexadiene in the presence of POCl3 to afford novel racemic products of single addition (5) and double addition (6). The adducts 6 and 7 were reacted separately with MCPBA (meta-chloroperbenzoic acid), H2O2, LiAlH4, and cis-diol 10 was reacted with PCC (pyridinium chlorochromate) to afford lactone, alcohol, and ketone derivatives likely to exhibit biological activity. The structures of all the racemic molecules mentioned in the article were determined from H-1 NMR, C-13 NMR, MS, and IR data.
Açıklama
Anahtar Kelimeler
Ketene Addition, Tricyclic Molecules, Lactone, Ketone
Kaynak
Chemical Papers
WoS Q Değeri
N/A
Scopus Q Değeri
Q2
Cilt
71
Sayı
5
