image

Total synthesis of Brevicomin, exo:
Reference: Matteson, D. S.; Sadhu, K. M. J. Am. Chem. Soc. 1983, 105, 2077.
Keywords: Ketal -> Ketone --- O-Bn -> O-H --- Li-Dichloromethyl+Borane --- Mg-Alkyl+Borane --- Metalate rearrangement (B) --- Metalate rearrangement (B)
Reagents: LiCHCl2 --- ZnCl2 --- LiOCH2Ph --- LiCHCl2 --- ZnCl2 --- H2O2, NaOH --- H2, Pd --- EtMgX

Syntheses Home