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Synlett 1996; 1996(6): 549-552
DOI: 10.1055/s-1996-5492
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New Bifunctional Reagents: 2-(Trimethylgermyl)allylcopper(I)-dimethyl sulfide and 2-(Trimethylstannyl)allylcopper(I)-dimethyl sulfide and their Conjugate Addition to α,β-Unsaturated Ketones

Edward Piers* , Alan Matthew Kaller
  • *Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia, Canada V6T 1Z1, Fax 604-822-2847; Bitnet epier@unixg.ubc.ca
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Publication Date:
31 December 2000 (online)

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The preparation of each of the novel, functionalized allylcopper(I) reagents 2 and 3 is described. Reaction of these reagents with a series of cyclic α,β-unsaturated ketones produces good to excellent yields of the corresponding 3-(2-(trimethylgermyl)allyl)- and 3-(2-(trimethylstannyl)allyl)cycloalkanones, respectively.

trimethylstannyllithium - functionalized allyllithium reagents - functionalized allylcopper(I) reagents - organogermane compounds - organostannane compounds - transmetallation - conjugate addition