Determination of the absolute structure of (+)-akaterpin.
Determination of the absolute structure of (+)-akaterpin.
复制标题
( )-akaterpin 绝对结构的测定。
DOI：
10.1248/cpb.60.137
复制
发表时间：
2012
影响因子：
1.7
通讯作者：
Susumu Kobayashi
中科院分区：
文献类型：
--
作者：
Hayato Hosoi;N. Kawai;Hideki Hagiwara;Takahiro Suzuki;Atsuo Nakazaki;K. Takao;K. Umezawa;Susumu Kobayashi
我们描述了磷脂酰肌醇特异性磷脂酶C （PI-PLC）抑制剂(+)-akaterpin(1)的全合成和结构测定。该合成策略的主要特点是β，γ-不饱和酮（±）-2a与手性亚砜亚胺6的分离。通过与天然akaterpin的(+)-1和(-)-1比旋光度数据的比较，确定了绝对立体化学性质。
We describe the total synthesis and structural determination of (+)-akaterpin (1), an inhibitor of phosphatidylinositol-specific phospholipase C (PI-PLC). The key features of the synthetic strategy include the resolution of β,γ-unsaturated ketone (±)-2a with chiral sulfoximine 6. The absolute stereochemistry was determined by comparison of the specific optical rotation data of (+)-1 and (-)-1 with that of natural akaterpin.