New efficient construction of the ABC core of the taxoids via a sequence of consecutive cobalt(I)-mediated [2 + 2 + 2] and [4 + 2] cyclizations |
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Authors: | Petit Marc Chouraqui Gaëlle Phansavath Phannarath Aubert Corinne Malacria Max |
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Affiliation: | Université Pierre et Marie Curie (Paris 6), Laboratoire de Chimie Organique de Synthèse associé au CNRS, Tour 44-54, 2ème étage, Case 229, 4 place Jussieu 75252, Paris Cedex 05, France. |
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Abstract: | [reaction: see text] A new and efficient sequence of two consecutive cyclizations, a cobalt(I)-mediated [2 + 2 + 2] cyclotrimerization and a Diels-Alder reaction, is proposed to allow the formation of the ABC core of the taxoids in 65% overall yield, starting from an acyclic polyunsaturated precursor. |
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