Division of Organic Chemistry, National Chemical Laboratory, Pune 411008, India.
Org Biomol Chem. 2010 Nov 21;8(22):5074-86. doi: 10.1039/c0ob00117a. Epub 2010 Sep 15.
A novel, practical and efficient enantioselective synthesis of sphingoid bases, l-threo-[2S,3S]-sphinganine (safingol), l-threo-[2S,3S]-sphingosine, l-arabino-[2R,3S,4R] and l-xylo-[2R,3S,4S]-C(18)-phytosphingosine is described. The synthetic strategy features the Sharpless kinetic resolution and tethered aminohydroxylation (TA) as the key steps.
本文描述了一种新型、实用且高效的神经酰胺碱基，即 l-赤式-[2S,3S]-鞘氨醇（鲨肌醇）、l-赤式-[2S,3S]-鞘氨醇、l-阿拉伯式-[2R,3S,4R]-和 l-木糖式-[2R,3S,4S]-C(18)-植物鞘氨醇的对映选择性合成方法。该合成策略的关键步骤是 Sharpless 动力学拆分和连接的氨羟化（TA）。
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