Catalytic Asymmetric Pictet–Spengler Reactions via Sulfenyliminium Ions
Angewandte Chemie International EditionPublished 14 August 2007
Martin J. Wanner, Richard N. S. van der Haas, Kimberly R. de Cuba, Jan H. van Maarseveen, Henk Hiemstra
Citations273
SJR quartileQ1
SJR score5.55
SNIP2.47
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Abstract
From cations to chiral products: β-Carbolines can be synthesized with good enantioselectivity by the title reaction catalyzed by a chiral binol-derived Brønsted acid (see scheme, BHT=3,5-di(tert-butyl)-4-hydroxytoluene). The procedure commences from tryptamine and can be scaled up readily, as both the installment and the removal of the auxiliary proceed in high yield under mild conditions.
Keywords
ChemistryBiochemistry, Genetics and Molecular Biology
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