648434-34-8Relevant academic research and scientific papers
Application of silacyclic allylsilanes to the synthesis of β-hydroxy-δ-lactones: synthesis of Prelactone B
Sellars, Jonathan D.,Steel, Patrick G.
scheme or table, p. 5588 - 5595 (2009/12/24)
Silacyclic allylsilanes generated through a silene-diene Diels-Alder cycloaddition represent versatile bifunctional reagents for organic synthesis. This is demonstrated in a short stereocontrolled synthesis of (±)-Prelactone B.
Hosomi-Sakurai reactions of silacyclohexenes
Hughes, Nicholas J.,Pullin, Robert D. C.,Sanganee, Mahesh J.,Sellars, Jonathan D.,Steel, Patrick. G.,Turner, Michael J.
, p. 2841 - 2848 (2008/03/14)
Silacyclic allyl silanes, derived from silene-diene Diels-Alder reactions, combine with acetals in the presence of Lewis acids to afford, following oxidation of the intermediate fluorosilane, either butane-1,4-diols or tetrahydronaphthalenes containing fo
Silenes as novel synthetic reagents: Identification of a practical method for silene generation and trapping
Berry, Malcolm B.,Griffiths, Russell J.,Sanganee, Mahesh J.,Steel, Patrick G.,Whelligan, Daniel K.
, p. 2381 - 2392 (2007/10/03)
The elucidation of a robust and reliable sequence for the generation of highly reactive transient silenes from simple aldehydes is described. The key step involves a silyl-modified Peterson olefination which critically depends on the presence of a sub-sto
Silenes as novel synthetic reagents: synthesis of diols and lactones from simple alkyldienes
Berry, Malcolm B.,Griffiths, Russell J.,Sanganee, Mahesh J.,Steel, Patrick G.,Whelligan, Daniel K.
, p. 9135 - 9138 (2007/10/03)
Aryl substituted silenes can be generated by a modified Peterson olefination reaction and trapped in situ to afford silacycles with high diastereoselectivity. These silacycles can be elaborated by 'Fleming-Tamao' type oxidation to provide access to functionalized diols and lactones.
