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. 1999 Oct 26;96(22):12246–12250. doi: 10.1073/pnas.96.22.12246

Figure 4.

Figure 4

Reagents and conditions: i, (S)-(−)-1-amino-2-(methyoxymethyl)pyrrolidine, 0°C–room temperature (rt), 4 h, 87%; ii, a) lithium diisopropylamide, 0°C, 5 h; b) PhCH2CH2I, −110°C, 65%; iii, a) MeI, 60°C, 4 h; b) 4 M HCl, pentane, 1 h; c) BH3-tetrahydrofuran, 0°C–rt, 1 h, 80%; iv, a) N-bromosuccinimide, PPh3, dimethylformamide, 60°C, 12 h; b) PPh3, 120°C, 24 h, 55%.