607405-74-3Relevant articles and documents
Alkali metal counterion control of enolate protonation stereoselectivity
Hu, Yang,Bishop, Raynauld L.,Luxenburger, Andreas,Dong, Shuzhi,Paquette, Leo A.
, p. 2735 - 2737 (2006)
Generation of the lithium salt of the norbornenol shown (M = H) followed by quenching with aqueous NH4Cl solution gives predominantly the β-epimeric ketone 6. Similar production of the potassium alkoxide leads instead to the α-epimer (99:1). Th
Total synthesis of dumsin. 1. Retrosynthetic strategy and the elaboration of key intermediates from (-)-bornyl acetate
Paquette, Leo A.,Hong, Fang-Tsao
, p. 6905 - 6918 (2007/10/03)
An intramolecular anionic oxy-Cope rearrangement (44 → 46) serves as the key step in a synthetic approach to the insect antifeedant dumsin. Initial investigations clarified the manner in which (-)-bornyl acetate may be transformed into the exo-norbornenol