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2005
Organo-tin compounds
S 4800
Preparation of α-Substituted γ-Alkoxyallylstannanes from β-Tributylstannyl
Acetals: Scope of the Method and Primary Rationalization of the
23- 185 Acrolein
Obtained Results. — Synthesis of (Z)-α-substituted γ-alkoxyallylstannanes from
β-tributylstannylacrolein acetals is achieved using lower order magnesium cyanocuprates. For less hindered systems the main reaction pathway seems to be an anti SN2'
substitution on a cisoid conformation. Competitive pathways occur depending on the
nature of the cuprate, on the size of the nucleophile and on the temperature. —
(FLIEGEL, F.; BEAUDET*, I.; WATRELOT-BOURDEAU, S.; CORNET, N.;
QUINTARD, J.-P.; J. Organomet. Chem. 690 (2005) 3, 659-673; Lab. Synth. Org.,
CNRS, Fac. Sci. Tech., Univ. Nantes, F-44322 Nantes, Fr.; Eng.) — Nuesgen
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