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Total synthesis of pawhuskin C: a directed ortho metalation approach

Authors :
Jeffrey D. Neighbors
David F. Wiemer
Maya S. Salnikova
Source :
Tetrahedron Letters. 46:1321-1324
Publication Year :
2005
Publisher :
Elsevier BV, 2005.

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.

Details

ISSN :
00404039
Volume :
46
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........231183cd128ec7f32ecb2926dc81ae5b