Diastereoselective and Enantioselective Synthesis of Unsymmetric β,β-Diaryl-α-Amino Acid Esters via Organocatalytic 1,6-Conjugate Addition of para-Quinone Methides

A novel strategy based on phase transfer catalysis for the diastereoselective and enantioselective direct assembly of unsymmetric β,β-diaryl-α-amino acid esters via 1,6-conjugate addition of para-quinone methides and glycine derivatives is described. This protocol also provides an alternative route...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-07, Vol.81 (13), p.5655-5662
Main Authors: Zhang, Xiang-Zhi, Deng, Yu-Hua, Yan, Xu, Yu, Ke-Yin, Wang, Fang-Xin, Ma, Xiao-Yan, Fan, Chun-An
Format: Article
Language:English
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Summary:A novel strategy based on phase transfer catalysis for the diastereoselective and enantioselective direct assembly of unsymmetric β,β-diaryl-α-amino acid esters via 1,6-conjugate addition of para-quinone methides and glycine derivatives is described. This protocol also provides an alternative route to the synthetically interesting functionalized chiral tetrahydroisoquinoline and its analogues.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00390