The diethylisopropylsilyl group: A new protecting group for alcohols

Silicon compounds in carbon-11 radiochemistry: present use and future perspectives

“…Taking inspiration from conventional organic chemistry, where silicon-based chemistry is already widely utilised, many more applications could be developed for 11 Clabelling. For example, the hydrosilylation of CO 2 have been used for the synthesis of a larger number of chemical structures (formamides, aldehydes, aminals) [10][11][12][13] whereas in 11 C-chemistry it's been used only for the production of 11 C-N-methylamines. 43,44 Another potential route for widening the use of 11 C-Si chemistry would be taking inspiration from the more established 11 C-boron chemistry.…”

“…alcohols, alkynes, amines, carboxylic acids…) and the ease of the protecting/deprotecting steps. 13,14 Another interesting application involves the use of hydrosilicon compounds, possessing one or more Si–H bonds, for the reduction of carbon dioxide (CO 2 ) to more reactive species. 15–18 In the hydrosilylation reaction, CO 2 is used as a building block for the synthesis of a variety of functional groups such as formamides, 15 methylamines, 15,16 aldehydes 17 and aminals.…”

Synthesis of the GHIJKL Fragment of Gymnocin-B

“…First, 22 was subjected to α-oxidation to afford the α-hydroxy ketone 23 diastereoselectively . Removal of the diethylisopropylsilyl (DEIPS) group provided a hydroxy methyl acetal that was acetylated to form acetoxy methyl acetal 24 in good yield. Introduction of the angular methyl group failed, and the desired product 25 was not obtained at all even after screening of different methyl anion reagents and Lewis acids .…”

Deprotection of a Silyl Group with Mesoporous Silica

“…In the course of our study on the utility of mesoporous silicas in organic synthesis as solid acid, we have found that their use is feasible for deprotection of silyl groups, and, especially, MCM-41, 4,5) a typical mesoporous silica enables us to deprotect the TES group selectively from the TBDMS group. Selective deprotection of silyl groups can be performed with a variety of liquid protonic and Lewis acids [6][7][8][9] ; however, the work-up to remove the acids is tedious as mentioned above. On the other hand, the heterogeneous system is facile from the viewpoint of convenience of the work-up in which mesoporous silicas can be removed by only filtration, and, furthermore, mesoporous silicas have the possibility of recycling.…”