Towards the total synthesis of Pl-3: Preparation of the eastern fragment through a diastereoselective SmI2-mediated reformatsky reaction

Rita Fürst, Christoph Lentsch, Uwe Rinner*

*المؤلف المقابل لهذا العمل

نتاج البحث: المساهمة في مجلةArticleمراجعة النظراء

19 اقتباسات (Scopus)

ملخص

The jatrophane diterpene Pl-3, isolated in 2003 from Euphorbia platyphyllos, is a structurally complex natural product with highly promising biological properties that include pronounced antiproliferative activity and the inhibition of the efflux-pump activity of multidrug resistance p-glycoprotein. Herein, the synthesis of the eastern fragment of Pl-3 is outlined. The target compound is synthesized in nine synthetic operations in good overall yield, starting from readily available D-ribose. The key step in the preparation of the eastern part of Pl-3 is a diastereoselective SmI2-mediated Reformatsky reaction. The proposed route is highly flexible and could also be applied to the synthesis of structurally related jatrophane diterpenes.

اللغة الأصليةEnglish
الصفحات (من إلى)2293-2297
عدد الصفحات5
دوريةEuropean Journal of Organic Chemistry
رقم الإصدار12
المعرِّفات الرقمية للأشياء
حالة النشرPublished - أبريل 2013
منشور خارجيًانعم

ASJC Scopus subject areas

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