Diastereo-Divergent Synthesis of Ring A-lactones Derived From Cholesterol and Diosgenin. A Convenient Solution for an Old Problem. NMR and X-Ray Characterization
William H. García‐Santos, Paola Valente-Valdovinos, Alvaro J. Cortina-Mendoza, Marcos FLORES-ALAMOS, M. A. Iglesias‐Arteaga
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引用次数: 0
Abstract
A convenient protocol for the synthesis of A-ring lactones derived from cholesterol was developed. A lactone reduction-lactol separation-reoxidation sequence, applied to the inseparable mixture of diastereomeric lactones allows the production of multigram amounts of each lactone in pure form. The same sequence applied to A-ring lactones derived from diosgenin produced similar results. A detailed NMR characterization of all the obtained lactones is also provided. X-ray diffraction corroborated the structure of the obtained compounds.
我们开发出了一种从胆固醇合成 A 环内酯的简便方案。采用内酯还原-内酯分离-氧化的顺序，对非对映异构内酯的不可分离混合物进行处理，可以生产出多克数的纯内酯。同样的方法也适用于从薯蓣皂苷中提取的 A 环内酯，结果类似。此外，还对所有获得的内酯进行了详细的核磁共振表征。X 射线衍射证实了所获化合物的结构。
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