Abstract

The concise enantioselective total synthesis of Diatretol (1) has been achieved via 9 steps with 30% yield. The synthetic approach involves stereoselective oxidation and regioselective transacetalization utilizing a folded conformation induced by an intramolecular CH/π interaction. In addition, we have also achieved total synthesis of three diketopiperazine natural products, Lepistamides A (2), B (3) and C (4).

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