Magnesium monoperoxophthalate

Fig. 6.18. SN reactions with H202 at the carboxyl carbon. Syntheses of meta-chloroper-benzoicacid (A), magnesium monoperoxophthalate hexa-hydrate (B), and dibenzoyl peroxide (C) by acylation of one of the two 0 atoms of the nucleophile.

Fig. 11.31. Regioselective and stereoselective Baeyer-Villiger rearrangement of an asymmetric ketone with magnesium monoperoxophthalate hexahydrate (in the drawing, Mg2+ is omitted for clarity).

Scheme 13.14 Nicolaou synthesis of diversonol (932). Reagents and conditions a) Br2, Et3N, 90% b) DiBAL-H, 95% c) MeLi, t-BuLi then aldehyde d) IBX, DMSO, it, 1 h, 72% (two steps) e) HF pyridine, THF, it, 96% f) n-Bu3SnH, Pd(PPh3)4, benzene, it, 90% g) magnesium monoperoxophthalate, EtOH, rt h) NaBILt, MeOH, CH2CI2, —78°C, 0.3 h, 73%, two steps...

---