Parhi Ajit K, Mootoo David R, Franck Richard W
Department of Chemistry and Biochemistry, Hunter College of the City University of New York, New York, NY-10021.
Tetrahedron. 2008 Oct 13;64(42):9821-9827. doi: 10.1016/j.tet.2008.08.023.
In this report the concept of converting carbohydrate to non-carbohydrate asymmetric molecules has been successfully exploited. The mixed acetal segment of glyceroplasmalopsychosine, a novel glycolipid has been synthesized in a stereo-specific manner using two simple sugar units. The glycosidation reaction between these two monosaccharides ensured the correct acetal stereocenter of the target molecule. Either olefin metathesis or heterogeneous Wittig reactions were used for constructing the long aliphatic chain of glyceroplasmalopsychosine.
在本报告中，将碳水化合物转化为非碳水化合物不对称分子的概念已得到成功应用。一种新型糖脂甘油磷脂酰鞘氨醇的混合缩醛片段已通过使用两个简单糖单元以立体特异性方式合成。这两种单糖之间的糖苷化反应确保了目标分子正确的缩醛立体中心。烯烃复分解反应或多相维蒂希反应被用于构建甘油磷脂酰鞘氨醇的长脂肪链。
