455331-05-2Relevant articles and documents
Lewis acid-activated chiral leaving group: Enantioselective electrophilic addition to prochiral olefins
Nakamura, Hiroko,Ishihara, Kazuaki,Yamamoto, Hisashi
, p. 5124 - 5137 (2002)
A new strategy using a BINOL derivative as a chiral leaving group and Lewis acid has been developed for enantioselective alkylation of prochiral olefins. (R)-2,2′-Bis[2-(trimethylsilyl)ethoxy- methyl]-1,1′-binaphthol is demonstrated to be an effective reagent for enantioselective hydroxymethylation of silyl enol ethers and trisubstituted alkenes. Electrophilic addition to prochiral olefins is accompanied by cleavage of an acetal that is dual activated by SnCl4 and the δ-effect of silicon through the SN2 substitution process. Enantioselective synthesis of cyclic terpenes is also described using this strategy.
METHOD OF PRODUCING SILYLALKOXYMETHYL HALIDE
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Page/Page column 7, (2008/06/13)
A method for making a silylalkoxymethyl halide at good yield represented by the formula: R1R2R3Si-R4-O-CH2X wherein R1, R2, and R3 are an alkyl, cycloalkyl, aryl group, or a halogen atom, R4 is a divalent hydrocarbyl group having 1 to 10 carbon atoms, and X is a halogen atom, by reacting: (a) a silyl alcohol compound with the formula R1R2R3Si-R4-OH wherein R1, R2, R3 and R4 are defined as above, with (b) formaldehyde or a polymer thereof, and (c) a halosilane.