1421853-20-4Relevant academic research and scientific papers
Iron-catalyzed diastereoselective synthesis of α-(methoxycarbonyl) allylsilanes
Chai, Guobi,Zeng, Rong,Fu, Chunling,Ma, Shengming
, p. 148 - 154 (2013)
Stereodefined polysubstituted α-(methoxycarbonyl)allylsilanes were synthesized through iron-catalyzed conjugate additions between 1-(trimethylsilyl)allene-1-carboxylates and Grignard reagents in good to excellent yields. The use of Et2O as solvent for Grignard reagents was found to be very important for the diastereoselectivity of the reaction. Applications of the prepared allylic silanes for the stereocontrolled synthesis of α,β-alkenoates, a β,γ-alkenoate, and an allylic fluoride have been demonstrated. Treatment of 1-(trimethylsilyl)allene-1- carboxylates with Grignard reagents under iron catalysis conditions afforded stereodefined polysubstituted α-(methoxycarbonyl)allylsilanes in good to excellent yields. In addition, the products could be further applied to the stereocontrolled synthesis α,β-alkenoates, a β,γ- alkenoate, and an allylic fluoride. Copyright
