Gold(I) catalyzed isomerization of 5-en-2-yn-1-yl acetates: an efficient access to acetoxy bicyclo[3.1.0]hexenes and 2-cycloalken-1-ones |
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Authors: | Buzas Andrea Gagosz Fabien |
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Affiliation: | Laboratoire de Synthèse Organique, UMR 7652 CNRS/Ecole Polytechnique, 91128 Palaiseau, France. |
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Abstract: | The gold(I) catalyzed rearrangement of 5-en-2-yn-1-yl acetates into functionalized acetoxy bicyclo[3.1.0]hexenes is described. The mild reaction conditions employed allow the efficient and rapid synthesis of a variety of such bicyclic compounds via a sequence of two gold(I)-catalyzed isomerization steps. Acetoxy bicyclo[3.1.0]hexenes products can be further transformed to 2-cycloalkenones by simple methanolysis. |
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