Formal total synthesis of the PKC inhibitor, balanol: preparation of the fully protected benzophenone fragment

B Laursen, MP Denieul, T Skrydstrup

Index: Laursen, Bolette; Denieul, Marie-Pierre; Skrydstrup, Troels Tetrahedron, 2002 , vol. 58, # 11 p. 2231 - 2238

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Citation Number: 43

Abstract

The synthesis of a perbenzylated derivative of balanol's highly functionalized benzophenone fragment is reported employing a regioselective Heck reaction as the key step for the connection of the two aromatic rings. The intermediate 7-membered lactone obtained, is subsequently opened and then subjected to an oxidative degradation, resulting in a short synthesis of the benzophenone unit. As the benzophenone has previously been ...