Fig. 5: Various further transformations. | Nature Communications

Fig. 5: Various further transformations.

From: Access to enantioenriched compounds bearing challenging tetrasubstituted stereocenters via kinetic resolution of auxiliary adjacent alcohols

Fig. 5

a Dess-Marin periodinane (DMP) oxidation. b OH group removal. Conditions I: Raney Ni (3 equiv), EtOH, reflux, 12 h. Conditions II: CF3CO2H (8 equiv), CH2Cl2, rt, 24 h; then H2, Pd/C (10 %), EtOAc, rt, 12 h. Conditions III: HBF4 (2 equiv), Et3SiH (2 equiv), CH2Cl2, 40 °C, 3 h. Conditions IV: Et3SiH (2.5 equiv), CF3CO2H (6 equiv), CH2Cl2, 0 °C −rt, 12 h. c Various other transformations.

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