Sign in
Total synthesis of pawhuskin C: a directed ortho metalation approach
Journal article   Peer reviewed

Total synthesis of pawhuskin C: a directed ortho metalation approach

Jeffrey D Neighbors, Maya S Salnikova and David F Wiemer
Tetrahedron letters, Vol.46(8), pp.1321-1324
2005
DOI: 10.1016/j.tetlet.2004.12.114

View Online

Abstract

[Display omitted] 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.
Pawhuskin Directed ortho metallation

Details

Metrics