Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, Maharashtra, India.
J Org Chem. 2012 Oct 19;77(20):9357-60. doi: 10.1021/jo301465z. Epub 2012 Oct 3.
A practical protecting group free synthesis of Hagen's gland lactones 1 and 2 is accomplished in four steps and 25.6 and 37.4% overall yields, respectively. The strategy relies on a one-pot conversion of D-glucono-δ-lactone to β-hydroxy-γ-vinyl-γ-lactone, cross-metathesis, and iodocyclization-deiodinization as key steps.
通过四步反应，以 25.6%和 37.4%的总收率，分别实现了哈根氏器内酯 1 和 2 的实用无保护基合成。该策略依赖于 D-葡萄糖酸-δ-内酯一锅转化为β-羟基-γ-乙烯基-γ-内酯、交叉复分解以及碘环化-脱碘作为关键步骤。
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