Synthetic and Mechanistic Applications of Asymmetric Oxidation with Chiral Hypervalent Iodine

邻烯基苯甲酸酯与高价碘试剂选择性地氧丙酮化得到4-氧异色罗曼1- 1产物。采用基于乳酸盐的高价碘试剂实现了高水平的对映体选择性。为了证明高价碘介导的氧内酯化作为一种独特的合成策略的便捷性，在这里，我们揭示了4-氧异色曼-1- 1多酮代谢物的简明入口，其中含有单丝色素衍生物和一种与镰刀素相关的天然产物。

Oxylactonization of ortho-alkenylbenzoates with hypervalent iodine reagent selectively gave 4-oxyisochroman-1-one products. High level of enantioselectivity was achieved using a lactate-based hypervalent iodine reagent for the oxylactonization. In order to demonstrate the expediency of hypervalent iodine-mediated oxylactonization as a unique synthetic strategy, here we disclose a concise entry to 4-oxyisochroman-1-one polyketide metabolites, containing monocerin derivatives and a fusarentin-related natural product.