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A Novel Method for Synthesizing N‐Alkoxycarbonyl Aryl α‐Imino Esters and Their Applications in Enantioselective Transformations
Author(s) -
Qian Yu,
Jing Changcheng,
Zhai Changwei,
Hu Wenhao
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100615
Subject(s) - enantioselective synthesis , chemistry , yield (engineering) , aryl , indole test , organic chemistry , reaction conditions , combinatorial chemistry , medicinal chemistry , catalysis , materials science , alkyl , metallurgy
A new strategy for the synthesis of N‐alkoxycarbonyl aryl α‐imino esters in the presence of dirhodium tetraacetate [Rh 2 (OAc) 4 ] is reported to produce the desired compounds in high yield (up to 96%) under mild reaction conditions. The application of the synthetic method is demonstrated in enantioselective reduction and Friedel–Crafts reaction of indoles to afford the corresponding chiral arylglycines and indole derivatives, respectively, in high yield and excellent ee .