Synthesis of unsymmetrical alkyl acetals via addition of primary alcohols to allyl ethers mediated by ruthenium complexes |
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| Authors: | Stanis?aw Krompiec Mateusz Penkala Ewelina Kowalska Robert Penczek Piotr Bujak Witold Danikiewicz Grzegorz Spólnik Andrzej Kita Iwona Grudzka |
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| Affiliation: | (1) Institute of Chemistry, University of Silesia, Katowice, Poland;(2) Institute of Organic Chemistry, Polish Academy of Science, Warsaw, Poland |
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| Abstract: | Abstract Ru-catalyzed synthesis of mixed alkyl–alkyl acetals via addition of primary alcohols to allyl ethers has been extended to include long-chain and/or functionalized substrates. The catalytic systems for these reactions were generated from RuCl2(PPh3)3 and [RuCl2(1,5-COD)]x and phosphines [PPh3 or P(p-chlorophenyl)3] or SbPh3. Of particular importance is the almost quantitative elimination of transacetalization. The addition proceeds through allyl complexes, not via isomerization of allyl ethers––subsequent addition of ROH to vinyl ethers. |
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