Tetrahedron letters

Total synthesis of pawhuskin C: a directed ortho metalation approach

JD Neighbors, MS Salnikova, DF Wiemer

Index: Neighbors, Jeffrey D.; Salnikova, Maya S.; Wiemer, David F. Tetrahedron Letters, 2005 , vol. 46, # 8 p. 1321 - 1324

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Citation Number: 27

Abstract

The total synthesis of the opioid modulator pawhuskin C has been accomplished in eight steps from methyl 3, 5-dihydroxybenzoate. The key step in this sequence is a directed ortho metalation reaction conducted without protection of a benzylic alcohol and thus presumed to involve a formal dianion intermediate.