Diisobutylaluminium hydride (DIBAL-H) as a molecular scalpel: a new mechanistic proposal for a spiroketal rearrangement |
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| Authors: | Xiangbao Meng,Pierre Sinaÿ |
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| Affiliation: | Ecole Normale Supérieure, Département de Chimie, UMR 8642: CNRS-ENS-Université Pierre et Marie Curie Paris 6, 24, rue Lhomond, 75231 Paris Cedex 05, France |
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| Abstract: | Taking advantage of our knowledge of the capacity of DIBAL-H to de-O-alkylate, we propose an alternative mechanism for a spiroketal rearrangement described by E. Suàrez. We also show that this proposal can account for the formation of the secondary product, whose original structure we propose to correct. |
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| Keywords: | Aluminium Diisobutylaluminium hydride (DIBAL-H) Carbohydrates Spiroketal |
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