Figure 5.

Scope of the atroposelective synthesis of hydrazides. The amination reaction was performed using 1  a (0.3 mmol) and 2  a (0.33 mmol) in 3 mL of toluene. The alkylation reaction was performed using 4  b–m (0.3 mmol) in 3 mL of toluene. The yield refers to the sum of diastereoisomers. Only the major diastereoisomer is reported. The ee % and d.r. were determined by HPLC analysis on a chiral stationary phase. [a] Reaction performed at 25 °C. When the reaction was performed at −5 °C, 6  l was obtained with a 42 % yield, 99 % ee, and 6.5 : 1 d.r., and 8 was obtained with a 20 % yield, >99 % ee, and 15 : 1 d.r.