Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 2-3, Pages 301-307Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100615
Keywords
ammonium ylides; Friedel-Crafts reaction; imine reduction; imino esters; oxidation
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Funding
- National Science Foundation of China [20932003]
- MOST of China [2011CB808600]
- Shanghai [09JC1404901, 10XD1401700]
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A new strategy for the synthesis of N-alkoxycarbonyl aryl a-imino esters in the presence of dirhodium tetraacetate [Rh2(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 FriedelCrafts reaction of indoles to afford the corresponding chiral arylglycines and indole derivatives, respectively, in high yield and excellent ee.
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