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Issue 39, 2012

Enantioselective synthesis of optically active cis-β-thio-α-amino acid derivatives through an organocatalytic cascade thio-Michael/ring opening process

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Abstract

Non-naturally enantioenriched cis-β-thio-α-amino acid derivatives were synthesized through one pot, cascade thio-Michael/ring opening reaction of aromatic thiols with (Z)-olefinic azlactones in good yields with high levels of diastereoselectivities and enantioselectivities, which was catalyzed by a chiral bifunctional thioureatertiary amine catalyst.

Graphical abstract: Enantioselective synthesis of optically active cis-β-thio-α-amino acid derivatives through an organocatalytic cascade thio-Michael/ring opening process

Supplementary files

Article information


Submitted
04 Feb 2012
Accepted
06 Mar 2012
First published
07 Mar 2012

Chem. Commun., 2012,48, 4713-4715
Article type
Communication

Enantioselective synthesis of optically active cis-β-thio-α-amino acid derivatives through an organocatalytic cascade thio-Michael/ring opening process

Z. Geng, N. Li, J. Chen, X. Huang, B. Wu, G. Liu and X. Wang, Chem. Commun., 2012, 48, 4713 DOI: 10.1039/C2CC30799E

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