Eleutherobin is a cytotoxic agent with microtubule stabilizing properties. A formal total synthesis of eleutherobin was accomplished by accessing a key-intermediate reported by Danishefsky and co-workers in their 1998 synthesis of the natural product. The key-step of our strategy, used for obtaining the [8.4.0] fused bicyclic ring system, is a ring-closing metathesis (RCM) reaction of a densely functionalized diene under forcing conditions, using Grubbs' second-generation catalyst.
Formal total synthesis of eleutherobin / C. Gennari. - In: LA CHIMICA E L'INDUSTRIA. - ISSN 0009-4315. - 88:6(2006), pp. 76-80.
Formal total synthesis of eleutherobin
C. GennariPrimo
2006
Abstract
Eleutherobin is a cytotoxic agent with microtubule stabilizing properties. A formal total synthesis of eleutherobin was accomplished by accessing a key-intermediate reported by Danishefsky and co-workers in their 1998 synthesis of the natural product. The key-step of our strategy, used for obtaining the [8.4.0] fused bicyclic ring system, is a ring-closing metathesis (RCM) reaction of a densely functionalized diene under forcing conditions, using Grubbs' second-generation catalyst.
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