Acyltin compounds

Addition to aldehydes or ketones gives cr-hydroxyalkylstannanes,18 which are rather unstable, but can be stabilized with an alkoxyalkyl protecting group, or can be oxidized with azodicarbonyldipiperide (ADD) to give the corresponding acyltin compounds (Equation (45)).1... 

In the case of the a-stannylmethyllithium 41, generated from tri-w-butylstannylmethyl iodide (40), it reacted with CO at — 78 °C to give the acyllithium 42. This intermediate underwent 1,2-migration at very low temperature (much faster than for the silyl group) to give the enolate 43, derived from the corresponding acyltin compound (Scheme 10)57. 

Vinyltin derivatives (92) have been prepared by the reaction of acyltin compounds with phosphonium ylides or with phosphonate carbanions. The tungsten complex (93) reacts with a wide range of aryl-substituted ylides (94), and the vinyl-substituted ylide (95), to give phosphorus to metal alkylidene transfer and hence provides a route to tungsten alkylidene complexes (96). ... 

Vinyltin compounds. Acyltins ui agent. Accordingly, vinyltins are access... 

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