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ASYMMETRIC PICTET-SPENGLER REACTIONS EMPLOYING AMINO-ACID ESTERS AS MEDIATORS OF SELECTIVITY

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons98735

Waldmann,  Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

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Citation

Waldmann, H., SCHMIDT, G., JANSEN, M., & GEB, J. (1993). ASYMMETRIC PICTET-SPENGLER REACTIONS EMPLOYING AMINO-ACID ESTERS AS MEDIATORS OF SELECTIVITY. TETRAHEDRON LETTERS, 34(37), 5867-5870. doi:10.1016/S0040-4039(00)73800-7.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0014-9C13-9
Abstract
The Pictet-Spengler cyclization of iminium salts generated in situ from N-(beta-3-indolyl)ethyl substituted amino acid esters and differently substituted aldehydes proceeds with high stereoselectivity to deliver chiral tetrahydro-beta-carbolines with diastereomer ratios up to 98.5:1.5.