Novel Stereoselective Syntheses of Highly Functionalized Benzannulated Pyrrolizidines and Indolizidines by Samarium Diiodide Induced Cyclizations of Indole Derivatives

Suitably substituted heteroaromatic compounds such as indole and pyrrole derivatives are excellent acceptor units for intramolecular couplings of samarium ketyls. They furnish highly functionalized indole derivatives with very good diastereoselectivities additionally. Intermediate samarium enolates...

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Veröffentlicht in:Organic letters 2003-11, Vol.5 (23), p.4305-4307
Hauptverfasser: Gross, Steffen, Reissig, Hans-Ulrich
Format: Artikel
Sprache:eng
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Zusammenfassung:Suitably substituted heteroaromatic compounds such as indole and pyrrole derivatives are excellent acceptor units for intramolecular couplings of samarium ketyls. They furnish highly functionalized indole derivatives with very good diastereoselectivities additionally. Intermediate samarium enolates can be trapped by electrophiles, allowing efficient tandem reactions.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0355581