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Organo-tin compounds S 4800Preparation of α-Substituted γ-Alkoxyallylstannanes from β-Tributylstannyl Acrolein Acetals: Scope of the Method and Primary Rationalization of the 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.

stereochemistry stereochemistry (general, optical resolution) O 0030 -045Addition of α-Substituted (γ-Alkoxyallyl)tins on Aldehydes: The Dramatic Influence of the Size of the α-Substituent on the Diastereoselection. -The diastereoselectivity can be shifted from high syn preference for R = H, Me to high anti preference for R = tBu. Additionally, it is shown that the stereochemical outcome also depends on the Lewis acid used. -(WATRELOT-BOURDEAU, S.; PARRAIN, J.-L.; QUINTARD, J.-P.; J. Org.