Journal
ORGANIC LETTERS
Volume 21, Issue 23, Pages 9446-9451Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03656
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Funding
- MESRI
- CHARMMMAT Laboratory of Excellence [ANR-11-LABX0039]
- CSC
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Cationic chiral Au(I) complexes catalyze asymmetric Pictet-Spengler reactions between tryptamines and arylaldehydes. The resulting tetrahydro-beta-carbolines are obtained with wide functional group tolerance in high yield and with high enantioselectivities (up to 95%). Aldehydes bearing polar or protic functions are well tolerated. The reaction features a hitherto unknown C2-auration of the indole as the key step, supported by density functional theory calculations.
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