Sodium cyanoborohydride → N,N-diethyl-7-phenyl-3,5-dihydroxy-6-heptenamide

Participants

Reaction Steps

By carrying out the reaction as in Example 9 but starting from 530 mg of N,N-diethyl-7-phenyl-5-hydroxy-3-oxo-6-heptenamide (1.83 mmol), 0.51 cm3 of 95% titanium chloride triisopropoxide (2.2 mmol) and from 136.9 mg of 95% sodium cyanoborohydride (2.06 mmol), there is obtained, with a yield of 70%, 370 mg of N,N-diethyl-7-phenyl-3,5-dihydroxy-6-heptenamide for which the syn/anti ratio is equal to 70/30.

Provenance & Evidence