Alkene Vinyl Silane. Gaseous and flammable silanes are inconvenient to use in chemical reactions. An intermolecular anti markovnikov hydroamination of alkenes has been developed using triethyl phosphite and n hydroxyphthalimide. A copper catalzed functionalization of propiolate esters with various grignard reagents in presence of trimethylsilyl trifluoromethanesulfonate enables the synthesis of substituted e vinyl silanes in good yields and excellent diastereoselectivities via a catalytic carbocupration silicon group migration sequence.
Johnson synlett 2011 2811 2814. The stereochemistry of the vinyl silane is important because this exchange usually occurs with retention of geometry as well.
In 1948 it was discovered that allyltrimethylsilane reacts with hydrobromic acid to give 2 bromopropyl trimethylsilane.
A copper catalzed functionalization of propiolate esters with various grignard reagents in presence of trimethylsilyl trifluoromethanesulfonate enables the synthesis of substituted e vinyl silanes in good yields and excellent diastereoselectivities via a catalytic carbocupration silicon group migration sequence. A copper catalzed functionalization of propiolate esters with various grignard reagents in presence of trimethylsilyl trifluoromethanesulfonate enables the synthesis of substituted e vinyl silanes in good yields and excellent diastereoselectivities via a catalytic carbocupration silicon group migration sequence. This two step process leads to the anti markovnikov hydration of alkenes. The resultant n alkylphthalimides can readily be transformed to the corresponding primary amines.
