Total syntheses of mitragynine, paynantheine and speciogynine via an enantioselective thiourea-catalysed Pictet–Spengler reaction.
DOI Number:
10.1039/C2CC37023A
Reaction Category:
RXNO ID:
RXNO_0000059
Educt:
(E)-tert-butyl (4-((2-(4-methoxy-1H-indol-3-yl)ethyl)amino)but-2-en-1-yl) carbonate, methyl 2,2-bis(ethylthio)-5-oxopentanoate
Product:
methyl (E)-4-(2-(4-((tert-butoxycarbonyl)oxy)but-2-en-1-yl)-5-methoxy-2,3,4,9-tetrahydro-1H-1l3-pyrido[3,4-b]indol-1-yl)-2,2-bis(ethylthio)butanoate
Catalyst:
N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea
Cas No:
852913-16-7
Associated Product from Buchler GmbH:
N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea
Cas No:
852913-16-7