Lithium → HCID 123309962, compound

Participants

Reaction Steps

A solution of 65 (23.84 g, 60.7 mmol) and 54 (17.32 g, 91 mmol) in THF (200 ml) was degassed by vacuum/flush N2 below 5° C. To the solution was added lithium amoxide solution in heptanes (27.4 mL, 40%, 85 mmol) maintaining below 7° C. The reaction was aged below 5° C. for 40 min, then quenched with saturated aqueous NH4Cl (10 mL), diluted with hexane (120 mL). The organic layer was separated, washed with saturated aqueous NH4Cl (100 mL) and water (150 mL), concentrated and purified by silica gel column (0 to 5% AcOEt/hexane) to obtain 69, which was used in the next reaction without further purification. HRMS m/z calcd. for C28H41C1N3O2Si 502.2651 (M+H). found 502.2641

Provenance & Evidence