4.5 Article

Cadmium-mediated carbonyl benzylation in tap water

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 10, Pages 1649-1655

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2005-865293

Keywords

cadmium; tap water; Barbier-type reaction; organometallics; benzylation

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Zn/CdCl2 has been developed as a mediator in the benzylation of various aldehydes in tap water affording the corresponding alcohols in moderate to good yields. The addition of a catalytic amount of InCl3 increases the yield of benzylation product significantly. It can selectively mediate the benzylation of aldehydes in the presence of ketones. A mechanism involving the formation of a cation pi-complex is proposed based on the experimental facts.

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