Regioselective Addition of Stannylcyanocuprates to Acetylenic Ethers: A Chemical and Spectroscopic Study

Abstract
The reactions of acetylenic ether 1 with higher order cuprates 2a, 2b and 2c were studied chemically and spectroscopically. Conditions were developed to efficiently and regioselectively prepare α- and β-stannylvinyl ethers. 1H and 13CNMR studies of these reactions suggest that in the presence of HMPA, higher order stannylcyanocuprate, (Bu3Sn)2Cu(CN)Li2, 2a, exists in equilibrium with Gilman cuprate, (Bu3Sn)2CuLi.

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