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. 2010 Oct 7;1(12):796–809. doi: 10.1021/cn100073x

Figure 6.

Figure 6

Synthesis of azabicyclic mustard 6: (a) N,N-bis(ethoxymethyl)benzylamine, CH3SiCl3, CH3CN, 87%; (b) CH3PPh3Br, KOtBu, THF, 58%; (c) α-chloroethyl chloroformate, (CH2Cl)2, then CH3OH, 73%; (d) NaBH4, chloroacetic acid, PhCH3, 32%; (e) diisobutylaluminium hydride, CH2Cl2, 78%.