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Correction to “Gold-Catalyzed Spirocyclization Reactions of N -Propargyl Tryptamines and Tryptophans in Aqueous Media”

Abstract : Reactions were performed using oven-dried glassware under the argon atmosphere. All separations were carried out under flash-chromatographic conditions on silica gel (prepacked column, 230–400 mesh) at medium pressure (20 psi) with the use of a CombiFlash Companion. Reactions were monitored by thin-layer chromatography on Merck silica gel plates (60 F254 aluminum sheets), which were rendered visible by ultraviolet and spraying with vanillin (15%) + sulfuric acid (2.5%) in EtOH followed by heating. Reagent-grade chemicals were obtained from diverse commercial suppliers (Sigma-Aldrich, Acros Organics, Fluorochem, TCI and Alfa-Aesar) and were used as received. 1H NMR (500 or 300 MHz) and 13C NMR (125 or 75 MHz) spectra were recorded on Brücker Avance spectrometers at 298 K unless otherwise stated. Chemical shifts are given in ppm (δ) and are referenced to the internal solvent signal or to TMS used as an internal standard. Multiplicities are declared as follow: s (singlet), brs (broad singlet), d (doublet), t (triplet), q (quadruplet), dd (doublet of doublet), ddd (doublet of doublet of doublet), dt (doublet of triplet), m (multiplet), AB = AB quartet, ABX = ABX system. Coupling constants J are given in Hz. Carbon multiplicities were determined by DEPT135 experiment. Diagnostic correlations were obtained by two-dimensional COSY, HSQC and NOESY experiments. Infrared spectra (IR) were recorded on a Perkin-Elmer FT-IR system using diamond window Dura SamplIR II and the data are reported in reciprocal centimeters (cm-1). High-resolution mass spectra (HRMS) were recorded using a Micromass LCT Premier XE instrument (Waters) and were determined by electrospray ionization (ESI). Purification of compounds 2h, 2i, 2j, rac-2k, rac-2l, rac2-m, 2r, 2u, 2v, 2w, was facilitated by the use of an HPLC pump (KNAUER K1800, flow 12 mL/min) combined with UV detector (Knauer K2001), a column Knauer Eurospher 100-5 Si.
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https://hal.inrae.fr/hal-02933787
Contributor : Olivier Berteau <>
Submitted on : Tuesday, September 8, 2020 - 5:56:12 PM
Last modification on : Tuesday, June 15, 2021 - 2:57:32 PM

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Nazarii Sabat, Feryel Soualmia, Pascal Retailleau, Alhosna Benjdia, Olivier Berteau, et al.. Correction to “Gold-Catalyzed Spirocyclization Reactions of N -Propargyl Tryptamines and Tryptophans in Aqueous Media”. Organic Letters, American Chemical Society, 2020, 22 (14), pp.5714. ⟨10.1021/acs.orglett.0c02206⟩. ⟨hal-02933787⟩

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