3 years ago

Total Synthesis of Pyrophen and Campyrones A–C

Total Synthesis of Pyrophen and Campyrones A–C
Hannah E. Burdge, Keith P. Reber
The first total syntheses of the natural products pyrophen and campyrones A–C, isolated from the fungus Aspergillus niger, have been achieved in six steps starting from commercially available N-Boc amino acids. Key steps in this sequence include a vinylogous Claisen condensation to achieve fragment coupling and a dioxinone thermolysis/cyclization cascade to form the α-pyrone ring. The route described herein afforded the natural products in 15–25% overall yield, furnishing sufficient material for testing in biological assays.

Publisher URL: http://dx.doi.org/10.1021/acs.jnatprod.7b00720

DOI: 10.1021/acs.jnatprod.7b00720

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