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. Author manuscript; available in PMC: 2014 Sep 5.
Published in final edited form as: Chem Rev. 2013 Jun 17;113(8):5701–5765. doi: 10.1021/cr4000144

Table 18.

Alkylation of Indole-1-azabicyclo[6.3.1]dodecan-12-one at Bridgehead Position by Ban

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entry RX R 502 yield (%)
1 EtI Et 502a 84
2 allylBr allyl 502b 71
3 ICH2CO2Me I 502c 42
4 BrCH2CO2Me Br 502d 34
5 ClCH2CO2Me COCH2Cl 502e 66
6 (CO2Me)2 COCO2Me 502f 90