Lanthanide(III) catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals: Catalytic asymmetric route to monosaccharides
摘要:
The Pr-, Eu- and Ho(dppm)3 catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals are described, where remarkably high anti-diastereofacial selection is achieved. Thus, the asymmetrc synthesis of 2-deoxy-D-ribonolactone and formal synthesis of 2-amino-2-deoxy-D-pentose by the lanthanide(III) catalyzed aldol reaction with ketene silyl acetals of acetate and alpha-chloroacetate, respectively are described.
Synthesis of methano[60]fullerene derivatives: the fluoride ion-mediated reaction of [60]fullerene with silylated nucleophiles
作者:Tetsuo Hino、Kazushi Kinbara、Kazuhiko Saigo
DOI:10.1016/s0040-4039(01)00943-1
日期:2001.7
A new reaction of [60]fullerene with silylated nucleophiles is described. The cyclopropanation of [60]fullerene with silylated nucleophiles, such as silyl ketene acetals, silyl ketene thioacetals, and silyl enol ethers, derived from α-halo carbonyl compounds, smoothly proceeded in the presence of KF/18-crown-6 to give the corresponding methano[60]fullerenederivatives in moderate to good yields.