Laboratory of Organic Chemistry for Drug Development and Research Laboratories, Department of Pharmaceutical Sciences, Kitasato University.
Chem Pharm Bull (Tokyo). 2021;69(3):281-285. doi: 10.1248/cpb.c20-00834.
The first concise total syntheses of O-3'-senecioyl α-bisabolol β-D-fucopyranoside (4a) and O-3'-isovaleroyl α-bisabolol β-D-fucopyranoside (4b) were achieved through final-stage site-selective acylation via the activation of cis-vicinal diols by imidazole-containing boronic acid catalysts as a key step. This synthetic method was also effective for the syntheses of unnatural analogues with modified acyl side chains or carbohydrate moiety.
首次通过咪唑基硼酸催化剂对顺式邻二醇的活化作为关键步骤，实现了 O-3'- 千里光酰基 α- 倍半萜醇 β-D- 呋喃果糖苷（4a）和 O-3'- 异戊酰基 α- 倍半萜醇 β-D- 呋喃果糖苷（4b）的简洁全合成。这种合成方法对于具有修饰酰基侧链或糖部分的非天然类似物的合成也是有效的。
