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Preparation and Synthetic Applications of 2-Halotryptophan Methyl Esters: Synthesis of Spirotryprostatin B

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  • Financial support from Oregon State University and Chugai Pharmaceutical Co. is gratefully acknowledged. We thank Rodger Kohnert for assistance with NMR data acquisition and Jeff Morre of the Mass Spectrometry Facility of the Environmental Health Science Center (NIEHS P30 ES00210) at Oregon State University for recording mass spectral data.

Abstract

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Spirocyclisierung vonN-Acyliminium-Ionen: 2-Halogentryptophanester sind wertvolle Synthesebausteine für die stereokontrollierte Synthese von Spiro[pyrrolidin-3,3′-oxindolen] (siehe Schema). Der Zellzyklus-Inhibitor Spirotryprostatin B ist mit der hier beschriebenen Methode rasch zugänglich.

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