Copper‐Catalyzed Oxy‐Alkenylation of Homoallylic Alcohols to Generate Functional syn‐1,3‐Diol Derivatives |
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| Authors: | Dean Holt Prof Matthew J Gaunt |
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| Institution: | Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www‐gaunt.ch.cam.ac.uk |
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| Abstract: | A novel method for the synthesis of a wide range of functionalized 1,3‐diol derivatives is reported. Employing a copper‐catalyzed oxy‐alkenylation strategy, a range of readily available, substituted homoallylic alcohol derivatives and alkenyl(aryl) iodonium salts combine to form syn‐1,3‐carbonates in excellent yield and with high selectivity. Furthermore, the products formed are amenable to an iterative reaction sequence, thus affording highly complex polyketide‐like fragments. |
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| Keywords: | copper diols homogeneous catalysis hypervalent compounds synthetic methods |
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