73311-71-4Relevant academic research and scientific papers
Some uses of silicon compounds in organic synthesis
Fleming, Ian
, p. 7 - 13 (2007/10/02)
1.The amount of γ-phenylthioalkylation of silyl dienol ethers is increased when the triphenylsilyl ether is used in place of the trimethylsilyl ether.Phenylthiomethylation is the least γ-selective carbon electrophile of several tried so far. 2.The acid-catalysed reactions of a range of γ-silyl tertiary alcohols cleanly give rearrangement, in which the silyl group controls the outcome.The reactions are similar in several respects to the rearrangements of the corresponding pinacols, except that the silicon controlled reactions are usually cleaner and give higher yields.The reaction is particularly useful for setting up quaternary carbon atoms.
THE γ-ALKYLATION OF ENONES USING SILYL DIENOL ETHERS: THE EFFECT OF CHANGING THE ELECTROPHILE AND OF CHANGING THE SILYL GROUP
Fleming, Ian,Lee, Thomas V.
, p. 705 - 708 (2007/10/02)
Phenylthiomethyl chloride (3) and the trimethylsilyl dienol ether (2) of crotonophenone react to give the lowest level of γ-attack of a range of carbon electrophiles and trimethylsilyl dienol ethers; the γ-selectivity for this reaction can be raised from
