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Synthesis 2005(10): 1649-1655
DOI: 10.1055/s-2005-865293
DOI: 10.1055/s-2005-865293
PAPER
© Georg Thieme Verlag Stuttgart · New York
Cadmium-Mediated Carbonyl Benzylation in Tap Water
Further Information
Received
10 November 2004
Publication Date:
07 April 2005 (online)
Publication History
Publication Date:
07 April 2005 (online)

Abstract
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 π-complex is proposed based on the experimental facts.
Key words
cadmium - tap water - Barbier-type reaction - organometallics - benzylation
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