128648-84-0Relevant academic research and scientific papers
Efficiency of acid- and mercury-catalyzed cyclization reactions in the synthesis of tetrahydrofurans from allylsilyl alcohols
Pulido, Francisco J.,Barbero, Asuncion,Val, Patricia,Diez, Alberto,Gonzalez-Ortega, Alfonso
, p. 5350 - 5356 (2012/10/29)
The scope of the acid-catalyzed and mercury-catalyzed cyclization reactions of allylsilyl alcohols is described. This methodology has been found to be an efficient approach to the synthesis of highly substituted tetrahydrofurans. The stereoselectivity of the cyclization is dependent both on the substitution of the starting alcohol and on the catalyst. A plausible mechanism has been proposed that is consistent with the results. Copyright
Synthesis of 3-methylenecyclohexan-1-ols by lewis acid catalyzed cyclization of (epoxy-allyl)silanes
Pulido, Francisco J.,Barbero, Asuncion,Castrenoa, Pilar
supporting information; experimental part, p. 1307 - 1313 (2010/04/29)
A new route for the synthesis of (epoxy-allyl)silanes bearing the PhMe 2Si group has been developed and their acid-catalyzed cyclization studied. The so-called normal products derived from 5-exo or 6-endo attack were never obtained. On the contrary, an interesting tandem rearrangement/cyclization process was observed, which selectively led to 3-methylenecyclohexan-1-ols. A mechanism is proposed to explain this tandem reaction. The stereoselectivity of the cyclization process depends on the nature of the catalyst.
Silylcuprates from allene and their reaction with α,β- unsaturatedd nitriles and imines. Synthesis of silylated oxo compounds leading to cyclopentane and cycloheptane ring formation
Barbero, Asuncion,Blanco, Yolanda,Pulido, Francisco J.
, p. 6876 - 6883 (2007/10/03)
The silylcupration of allenes and the subsequent capture of the intermediate cuprate with α,β-unsaturated nitriles is reported. The influence of the substitution of the nitrile, the nature of the silylcopper species, and the temperature on the selectivity
Acid-Catalyzed Cyclization of Epoxyallylsilanes. An Unusual Rearrangement Cyclization Process
Barbero, Asuncion,Castreno, Pilar,Pulido, Francisco J.
, p. 4045 - 4048 (2007/10/03)
(Equation presented) A new route for the synthesis of epoxyallylsilanes bearing the phenyldimethylsilyl group is reported that involves silylcupration of allene, conjugate addition to enones, and sulfur-ylide-mediated epoxidation. The Lewis acid-catalyzed
