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

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1021/cc800036w
AuthorSearch for: 1; Search for: ; Search for: 1; Search for: 1; Search for: 1
Affiliation
  1. National Research Council of Canada. NRC Steacie Institute for Molecular Sciences
FormatText, Article
Abstract
A modular, reagent-based approach to obtain different indoline alkaloid-inspired, 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.
Publication date
In
  • Journal of Combinatorial Chemistry 10, no. 3 (18 April 2008): 405–420.
LanguageEnglish
NPARC number12328691
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Record identifier166e492e-4da0-4299-8413-384b3ee8621f
Record created2009-09-10
Record modified2020-04-15
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