313254-02-3Relevant articles and documents
Reaction of silyl thioketones with lithium diethylphosphite: First observation of Thia-Brook rearrangement
Takeda, Kei,Sumi, Koichi,Hagisawa, Susumu
, p. 449 - 454 (2007/10/03)
Reaction of silyl thioketone 7 with lithium diethylphosphite at -98°C afforded a S-attack product 8 and formal C-attack products 10 and 11, which were formed by S-to-C migration of the phosphoryl group in the S-adduct followed by C-to-S migration of the silyl group (Thia-Brook rearrangement), in a ratio depending on the conditions. The relative facility of the Thia-Brook rearrangement was compared with that of the Brook rearrangement using the (t-butyldimethylsilyl)diphenylmethyl derivatives 22 and 23.