The regio- and stereoselective syntheses of the (Z)- and (E)-stereoisomers of some 1-trimethylsilyl-2-(hetero)arylethenylstannanes and 1-trimethylsilyl-2-alkylethenyltrimethylstannanes are reported. The strategy followed involves: a) stereoselective cis- and trans-hydroalumination of the corresponding 1-alkynylsilanes; b) conversion of the stereodefined 1-alkenyl-1-silylalanes so obtained into the corresponding aluminates; and c) the cuprous iodide-triethyl phosphite complex mediated reaction of these aluminates with trimethyltin chloride.
Stereoselective synthesis and characterization of 2-alkyl and 2-(hetero)aryl substituted (Z)- and (E)-1-(trimethylsilyl)-1-(trimethylstannyl)ethenes
ROSSI, RENZO;CARPITA, ADRIANO;BELLINA, FABIO;
1990-01-01
Abstract
The regio- and stereoselective syntheses of the (Z)- and (E)-stereoisomers of some 1-trimethylsilyl-2-(hetero)arylethenylstannanes and 1-trimethylsilyl-2-alkylethenyltrimethylstannanes are reported. The strategy followed involves: a) stereoselective cis- and trans-hydroalumination of the corresponding 1-alkynylsilanes; b) conversion of the stereodefined 1-alkenyl-1-silylalanes so obtained into the corresponding aluminates; and c) the cuprous iodide-triethyl phosphite complex mediated reaction of these aluminates with trimethyltin chloride.File in questo prodotto:
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