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. Author manuscript; available in PMC: 2013 Feb 28.
Published in final edited form as: J Am Chem Soc. 2012 Feb 15;134(8):3912–3916. doi: 10.1021/ja212182q

Scheme 6.

Scheme 6

Synthesis of trans-seleno-Pro, 37.

aKey: (a) PPh3, DIAD, CH3I, THF, 0 °C → 23 °C, 88–92% yield; (b) BzSeH, DIPEA, DMF, 60 °C, 84%; (c) K2CO3, aq. MeOH, 79%; (d) HCl/CH2Cl2, 95%.