3.8 Article

Reagent-based, modular, tandem Michael approach for obtaining different indoline alkaloid-inspired polycyclic architectures

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JOURNAL OF COMBINATORIAL CHEMISTRY
卷 10, 期 3, 页码 405-420

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AMER CHEMICAL SOC
DOI: 10.1021/cc800036w

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A modular, reagent-based approach to obtain different indoline alkaloid-in spired, tetracyclic architectures is developed. With the use of TBSOTf as a Lewis acid, we report here a tandem Michael-based approach that led to the synthesis of a diastereomeric mixture of tetracyclic derivatives with two additional six-membered rings. By simply changing the Lewis acid to TMSOTf, we were able to obtain a different tetracyclic compound having additional functionalized 5- and 7-membered rings with complete stereocontrol.

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