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New achiral sulfamide, phosphoric triamide, and thiophosphoric triamide compounds have been synthesized. Their activity as hydrogen bond catalysts for the Friedel–Crafts and Baylis–Hillman reactions compares favorably with that of a known and an active thiourea catalyst. The new compounds were also studied by X-ray crystallography and their solid state structures are described.
The first chiralC 3 triisopropylamine has been prepared with the stereogenic centers adjacent to the central nitrogen atom. This triol was converted to two newC 3 4,6,11-trimethylsilatranes. An X-ray structure revealed that the methyl substituents adopt sterically congested pseudoaxial orientations.
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