Silylcupration of α- and β-ionol acetates selectively gave the corresponding allylsilanes with direct substitution of the acetate with a trimethylsilyl group. Reactions of these products with electrophiles showed the unusual absence of the allylic shift, typical in nucleophilic condensations of allylsilanes. Ionotrimethylsilanes are effective building blocks for synthesis of terpenes and carotenoids. © 1989.
Azzari, E., Faggi, C., Gelsomini, N., Taddei, M. (1989). Allylsilanes Derived From Alpha-ionone and Beta-ionone - Synthesis and Unusual Reactivity With Electrophiles. TETRAHEDRON LETTERS, 30(44), 6067-6070 [10.1016/S0040-4039(01)93856-0].
Allylsilanes Derived From Alpha-ionone and Beta-ionone - Synthesis and Unusual Reactivity With Electrophiles
Taddei, Maurizio
1989-01-01
Abstract
Silylcupration of α- and β-ionol acetates selectively gave the corresponding allylsilanes with direct substitution of the acetate with a trimethylsilyl group. Reactions of these products with electrophiles showed the unusual absence of the allylic shift, typical in nucleophilic condensations of allylsilanes. Ionotrimethylsilanes are effective building blocks for synthesis of terpenes and carotenoids. © 1989.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
https://hdl.handle.net/11365/30792
Attenzione
Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo