Fig. 3: Enantioselective synthesis of the tropinone building block 16. | Nature Communications

Fig. 3: Enantioselective synthesis of the tropinone building block 16.

From: Enantioselective total syntheses of (+)-stemofoline and three congeners based on a biogenetic hypothesis

Fig. 3

Reagents and conditions: a 19, MeOH, rt, 3 d, 90%; b (COCl)2, DMSO, Et3N, CH2Cl2, −78 °C; c NaH, 21, THF, 0 °C to reflux, 60% (for 2 steps); d TMSOTf, Et3N, CH2Cl2, 0 °C, e Tf2O, DTBMP, ZnBr2, CH2Cl2, −78 °C to rt, 78% (for 2 steps from cis-17).

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