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Synlett 1994; 1994(8): 660-662
DOI: 10.1055/s-1994-22966
DOI: 10.1055/s-1994-22966
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Stereocontrolled Synthesis of Acyclic Tri- and Tetra-C-Substituted α-Alkoxymethyl α,β-Unsaturated Esters
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Publication Date:
18 September 2002 (online)
α-Haloethers were found to efficiently trap vinylcopper intermediates derived from homocuprate conjugate addition on acetylenic esters. This tandem bifunctionalization affords good to high yields of tri- and tetra-C-substituted α-alkoxymethyl α,β-unsaturated esters with high cis-addition stereoselectivity.