A convenient, one-pot synthesis of a range of a-halo-aallyl aldehydes is described. The protocol involves the reaction of allylsamarium bromide with various a,a-dihalo ketones. A possible mechanism of the transformation is proposed.
R e a c t i o n o f a , a -D i h a l o K e t o n e s w i t h A l l y l s a m a r i u m B r o m i d eAbstract: The use of allylsamarium bromide to effect two different reactions on the common starting material, a,a-dihalo ketones, is presented. With DMF, a-halo-a-allyl aldehydes were obtained, while a-hydroxy-a-allyl aldehyde acetals were obtained in the presence of NaOMe/MeOH .
Reactions of organo-metal compounds O 0350A Facile One-Pot Synthesis of α-Halo-α-allyl-aldehydes from α,α-Dihaloketones Using Allylsamarium Bromide and DMF. -Low reaction temperature, fast reaction rate, and one-pot operation allows the practical and efficient synthesis of title compounds (III). A mechanism for the described transformation is suggested. -(DI,
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