Study of Cascade Ring-Closing Metathesis Reactions en Route to an Advanced Intermediate of Taxol.
نویسندگان
چکیده
A highly functionalized intermediate in the synthesis of Taxol has been synthesized, which features the tricyclic core and the required oxygen substituents at C1, C2, C7, C10, and C13. The key step, a ring-closing dienyne metathesis (RCDEYM) reaction, has been thoroughly optimized to favor the tricyclic product over the undesired bicyclic product resulting from diene metathesis.
منابع مشابه
Cascade Metathesis Reactions for the Synthesis of Taxane and Isotaxane Derivatives
Tricyclic isotaxane and taxane derivatives have been synthesized by a very efficient cascade ring-closing dienyne metathesis (RCDEYM) reaction, which formed the A and B rings in one operation. When the alkyne is present at C13 (with no neighboring gem-dimethyl group), the RCEDYM reaction leads to 14,15-isotaxanes 16 a,b and 18 b with the gem-dimethyl group on the A ring. If the alkyne is at the...
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ورودعنوان ژورنال:
- The Journal of organic chemistry
دوره 81 24 شماره
صفحات -
تاریخ انتشار 2016