Organic Letters 2006-06-08

Synthesis of pterocellin A.

Meaghan M O'Malley, Fehmi Damkaci, T Ross Kelly

Index: Org. Lett. 8(12) , 2651-2, (2006)

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Abstract

The first total synthesis of pterocellin A (1) was achieved in 10 linear steps from commercially available kojic acid (6) and 2-bromo-3-pyridinol (11) in a convergent sequence. The key constructive steps are a directed lithiation to couple two pyridines and an intramolecular nucleophilic aromatic substitution to form 1. [structure: see text]