Fig. 7: Transformations of product 5d. | Nature Communications

Fig. 7: Transformations of product 5d.

From: Copper(I)-catalyzed asymmetric 1,6-conjugate allylation

Fig. 7

a Ir-catalyzed hydroboration. [Ir(COD)Cl]2 (5 mol %), dppm (Ph2PCH2PPh2) (10 mol %), HBPin (2 equiv), CH2Cl2, rt. b Olefin Metathesis. Hoveyda-Grubbs II catalyst (10 mol %), 4-methylstyrene (2 equiv), CH2Cl2, 40 °C. c Transformation to β-keto-ester. MeOH, K2CO3, rt. d Transformation to α,β-unsaturated ester. (1) NaBH4, MeOH, 0 °C; (2) MsCl, Et3N, CH2Cl2, 0 °C to rt. e Transformation to pyrazole. NH2NH2•HCl (2 equiv), MeOH, reflux.

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