Lewis Acid-catalyzed Ring-opening Addition Reactions of Alcohols to Vinylcyclopropane
作者:Shin-ichi Matsuoka、Kazuki Numata、Masato Suzuki
DOI:10.1246/cl.150737
日期:2015.11.5
Lewis acids such as Sn(OTf)2, GaCl3, Sc(OTf)3, and Al(OTf)3 catalyzed ring-opening 1,5-addition reactions of aliphatic alcohols to dimethyl 2-vinylcyclopropane-1,1-dicarboxylate, resulting in moder...
[60]Fullerene reacted with various beta-dicarbonylcompounds in the presence of Mn(OAc)3*2H2O to generate dihydrofuran-fused [60]fullerene derivatives or 1,4-bisadducts. Dihydrofuran-fused [60]fullerene derivatives 2 could be formed by treatment of alpha-unsubstituted beta-diketones 1a-e or beta-ketoesters 1f and 1g with [60]fullerene in refluxing chlorobenzene in the presence of Mn(III). Solvent-participated
An efficient synthesis of the side-chain precursor crucial to the preparation of 18-methoxycoronaridine (18-MC) has been developed. This procedure represents an improvement upon the original synthesis, in which regioisomers were separated by chromatography to provide the requisite precursor. Incorporation of the protected primary alcohol moiety in the early stages of the synthesis provides the requisite regioisomer unambiguously and obviates the need for chromatography at any point.