620176-41-2Relevant academic research and scientific papers
Synthesis of 3-methylenecyclohexan-1-ols by lewis acid catalyzed cyclization of (epoxy-allyl)silanes
Pulido, Francisco J.,Barbero, Asuncion,Castrenoa, Pilar
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.
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
