174418-89-4Relevant academic research and scientific papers
A new synthesis of (-)-mesembrine employing sharpless AD reaction and new radical-initiated reaction
Yoshimitsu, Takehiko,Ogasawara, Kunio
, p. 135 - 139 (2007/10/02)
Sharpless asymmetric dihydroxylation (AD reaction) of a σ-symmetric ethyl α,α-di[(E)-2-butenyl](3,4-dimethoxyphenyl)acetate allows an asymmetric construction of a quaternary carbon center by diastereoselective formation of the γ-lactone in moderate optical yields when double dihydroxylation occurs. The lactone generated is transformed into a Sceletium alkaloid (-)-mesembrine by discovery of the unprecedented radical-initiated cleavage reaction.
