Silylcupration and stannylcupration of 4-acetoxy-2-azetidinones gave the corresponding silyl- and stannyl-β-lactams. The first results on the reactivity of these products with electrophiles are reported: 4-(tributylstannyl)- 2-azetidinone undergoes the palladium catalyzed coupling with electrophiles allowing an "umpolung" acylation of the position 4 of the β-lactam ring. © 1990.
Nativi, C., Ricci, A., Taddei, M. (1990). Synthesis of 4-(trimethylsilyl)-2-azetidinones and 4-(tributylstannyl)-2-azetidinones and Some of Their Applications To Beta-lactam Chemistry. TETRAHEDRON LETTERS, 31(18), 2637-2640 [10.1016/0040-4039(90)80147-E].
Synthesis of 4-(trimethylsilyl)-2-azetidinones and 4-(tributylstannyl)-2-azetidinones and Some of Their Applications To Beta-lactam Chemistry
Taddei, Maurizio
1990-01-01
Abstract
Silylcupration and stannylcupration of 4-acetoxy-2-azetidinones gave the corresponding silyl- and stannyl-β-lactams. The first results on the reactivity of these products with electrophiles are reported: 4-(tributylstannyl)- 2-azetidinone undergoes the palladium catalyzed coupling with electrophiles allowing an "umpolung" acylation of the position 4 of the β-lactam ring. © 1990.
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https://hdl.handle.net/11365/30868
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