66528-92-5Relevant academic research and scientific papers
Preparation of oxetanes by silicon-directed 4-exo trig electrophilic cyclisations of homoallylic alcohols
Rofoo, Mazin,Roux, Marie-Claude,Rousseau, Gérard
, p. 2481 - 2484 (2007/10/03)
The reaction of homoallylic alcohols with bis(sym-collidine)bromine(I) hexafluoroantimonate led in good yields to the formation of oxetanes if a silyl group was fixed on the carbon-carbon double bond in terminal position. This reaction was stereospecific when no supplementary substituent was present on the double bond.
LE BIS(TRIMETHYLSILYL)-1,3-PROPENE COMME PRECURSEURS DES SILYL-1-BUTADIENES; ETUDE DE LEUR COMPLEXATION PAR Fe(CO)5, Fe2(CO)9, ET (MeCp)Mn(CO)3
Corriu, R.,Escudie, N.,Guerin, C.
, p. 207 - 216 (2007/10/02)
Reactions of 1,3-bis(trimethylsilyl)propene with carbonyl compounds in the presence of fluoride ions as catalysts, produce selectively (E)-1-trimethylsilylbut-1-en-4-ol. 1,3-Bis(trimethylsilyl)propenyllithium reacts with carbonyl compounds, under formatio
Silicon in Synthesis. 10. The (Trimethylisilyl)allyl Anion: A β-Acyl Equivalent for the Conversion of Aldehydes and Ketones into γ-Lactones
Ehlinger, Ed,Magnus, Philip
, p. 5004 - 5011 (2007/10/02)
The (trimethylsilyl)allyl anion reacts with a number of ketones and aldehydes to give adducts 11-21, resulting from the γ mode of ambident reactivity.These adducts were epoxidized to provide the corresponding α,β-epoxysilanes 23-31.Treatment of the epoxysilanes with methanol in the presence of boron trifluoride etherate gave the lactol methyl ethers 32-39.Jones oxidation of the lactol methyl ethers gave γ lactones 40-45.Addition of bromine to the 4-hydroxy vinylsilane derivative 19 gave oxetane 47 which was converted into the compounds 49, 50, and 51.Application of the (trimethylsilyl)allyl anion, as its zinc counterion, to the synthesis of 17-spirosteroidal lactones is described.
