S1
Supplementary Information
Total Synthesis of the Ortho-Hydroxylated Protoberberines
(S)-Govaniadine, (S)-Caseamine and (S)-Clarkeanidine via a
Solvent-directed Pictet-Spengler reaction
Brendan Horst, Martin J. Wanner, Steen Ingemann Jørgensen, Henk Hiemstra and Jan H. van
Maarseveen*
Van ‘t Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands.
Table of contents
1. 1H and 13C NMR spectra S2
S13 Para Pictet-Spengler products from scheme 4, mixture of isomers.
S19
Crystallized (S)-Govaniadine 4
(S)-Govaniadine before crystallization
(R)-govaniadine
S20 Crystallized (S)-Clarkeanidine 25