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• Synthesis

  To a 25-mL flflame-dried flflask under a nitrogen atmosphere were added freshly distilled Rawal’s diene (227 mg, 1 mmol, 1.0 equivalents) and 2 mL of CHCl3. Benzaldehyde (1.5 mmol, 1.5 equivalents) was added dropwise via a gas-tight syringe. The reaction mixture was stirred at room temperature for 2 h and then diluted with 15 mL of CH2Cl2. The yellow solution was cooled to −78 °C and treated with 142 µL acetyl chloride (2 mmol, 2 equivalents). After stirring for about 30 min, saturated Na2CO3 was added. The organic layer was separated and the water phase was diluted with 15 mL of water and extracted twice with CH2Cl2. The combined organic phase was dried with MgSO4, fifiltered, and concentrated to give a yellow oil, which was subjected to flflash chromatography to afford the desired dihydropyrone in 86% overall yield. Reference: Huang, Y.; Rawal, V. H. Org. Lett. 2000, 2, 3321−3322.;

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