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Synlett 2001; 2001(9): 1428-1430
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Novel Use of a Selenoalkyne Within Untraditionally Mild Dötz Benzannulation Processes; Total Synthesis of a Calceolaria andina L. Natural Hydroxylated Naphthoquinone
28 August 2001 (online)
A total synthesis of the Calceolaria andina L. extract 2-(1,1-dimethyl-2-propenyl)-3-hydroxy-1,4-naphthalenedione is described incorporating the first reported Dötz benzannulation of a selenoalkyne. Importantly, it has been shown that it is possible to effect this annulation at ambient temperature under dry state conditions with a significant improvement in cyclisation yield.
carbene complexes - chromium - Dötz benzannulation - dry state techniques - selenium