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An entry to 1,6-dioxaspiro[4.6]undecanes and 1,7-dioxaspiro[5.6]dodecanes |
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| Authors: | Anthony Ollivier,Loï c Toupet,Isabelle Canet |
| Affiliation: | a Clermont Université, Université Blaise Pascal, Laboratoire SEESIB, BP 10448, F-63000 Clermont-ferrand, France b CNRS, UMR 6504, SEESIB, F-63177 Aubiere, France c Groupe Matière Condensée et Matériaux, Université Rennes 1, Avenue du Général Leclerc, F-35042 Rennes, France |
| Abstract: | Ketones 11a-c obtained by iterative alkylation of acetone N,N-dimethylhydrazone with iodides 6 and 8a,b or epoxide 9 followed by SiO2/H2O-induced cleavage of the hydrazone were quantitatively transformed into 1,6-dioxaspiro[4.6]undecanes 12a,c and 1,7-dioxaspiro[5.6]dodecanes 12b using Yb(OTf)3 in CH3CN. |
| Keywords: | Spiroketal Cyclization Hydrazone Alkylation |
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