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Installation of carbon chain onto 2-cyclohexene-1,4-diol monoacetate |
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| Authors: | Ashraf A. Abbas Yuichi Kobayashi |
| Affiliation: | a Department of Biomolecular Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8501, Japan b Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt |
| Abstract: | Alkylation of cyclohexenyl monoacetate 1 with R2Cu(CN)(MgCl)2 or RMgBr/CuCN (cat.) in Et2O produced trans 1,2-isomers 4, while arylation and alkenylation of 1 was accomplished with lithium borates 5 and a nickel cat. to afford trans 1,4-isomers 3 selectively. Furthermore, several transformations of the products were carried out to demonstrate synthetic advantages of the present reactions. |
| Keywords: | coupling reaction cyclohexene-1,4-diol monoacetate Grignard reagent copper catalyst lithium borates nickel catalyst |
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