title: Convergent access to bis-spiroacetals through a Sila-Stetter-ketalization cascade.
abstract: An NHC-catalyzed sila-Stetter reaction between aliphatic acylsilanes and vinylketones bearing silyl ether substituents affords functionalized 1,4-diketones, which upon treatment under acidic conditions leads to the corresponding bis-spiroacetals. The two-step sequence may also be carried out in a one-pot operation leading to high yields of the desired bis-spiroacetals.
authors.affiliation: Université de Bordeaux , Institut des Sciences Moléculaires, UMR-CNRS 5255 351, cours de la libération, 33405 Talence Cedex, France.
authors.forename: Jessica
authors.initials: J
authors.lastname: Labarre-Lainé
authors.forename: Redouane
authors.initials: R
authors.lastname: Beniazza
authors.forename: Valérie
authors.initials: V
authors.lastname: Desvergnes
authors.forename: Yannick
authors.initials: Y
authors.lastname: Landais
mesh_terms: D000080:Acetals / Q000138:chemical synthesis* / Q000737:chemistry; D000470:Alkaloids / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000080:Acetals; D000470:Alkaloids; D006575:Heterocyclic Compounds, 3-Ring; D007659:Ketones; D012821:Silanes; D013141:Spiro Compounds; C447983:pinnatoxin A