Journal
JOURNAL OF COMBINATORIAL CHEMISTRY
Volume 10, Issue 3, Pages 405-420Publisher
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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