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A Highly Enantioselective Access to Tetrahydroisoquinoline and β‐Carboline Alkaloids with Simple Noyori‐Type Catalysts in Aqueous Media
Author(s) -
Evanno Laurent,
Ormala Joel,
Pihko Petri M.
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200902289
Subject(s) - enantioselective synthesis , transfer hydrogenation , chemistry , tetrahydroisoquinoline , catalysis , ruthenium , noyori asymmetric hydrogenation , hydride , combinatorial chemistry , ligand (biochemistry) , organic chemistry , metal , biochemistry , receptor
Silver enhancement : A very convenient modified protocol for the enantioselective transfer hydrogenation of dihydroisoquinoline skeletons under aqueous conditions is reported. Unmodified Noyori ligands can be used and the activity of the catalyst is greatly enhanced with silver additives (see scheme). The protocol was used in a very short synthesis of the alkaloids ( S )‐harmicine and ( S )‐crispine.