74137-10-3Relevant articles and documents
Preparation of oxetanes by silicon-directed 4-exo trig electrophilic cyclisations of homoallylic alcohols
Rofoo, Mazin,Roux, Marie-Claude,Rousseau, Gérard
, p. 2481 - 2484 (2001)
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.
Preparation of γ-trimethylsilylallyldibutylstannane grafted on solid support: a clean and easily recyclable reagent for the synthesis of 2,6-disubstituted dihydropyrans
Fraboulet, Ga?le,Fargeas, Valérie,Paris, Micha?l,Quintard, Jean-Paul,Zammattio, Fran?oise
experimental part, p. 3953 - 3960 (2009/10/09)
The synthesis of the γ-trimethylsilyldibutylallylstannane grafted on an insoluble macroporous polymer is reported. This bimetallic reagent was treated with aldehydes in the presence of indium trichloride to afford in good yields both symmetrical and unsym
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.
