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Total Synthesis of the Proposed Structure for Chaunopyran A and Its Absolute Configuration.

This paper describes a seven-step synthesis of the proposed structure for chaunopyran A produced by cocultivation of a Chaunopycnis sp. and Trichoderma hamatum. This synthesis included a coupling of a diene sulfone and a tetrahydropyranyl aldehyde as a key step. The sign of the specific rotation value of the synthetic sample was opposite that of the natural product, suggesting that the absolute configuration of the natural product should be revised.