A short and flexible construction of novel dihydrosphingosine-type analogues has been accomplished. The pivotal step of this approach was a cascade [3,3]-sigmatropic rearrangement of a tris(imidate) substrate, which provided the core motif of our final compounds with three carbon–nitrogen bonds, including two consecutive stereocentres, starting from an -erythrofuranose chiron. The subsequent cross-metathesis scenario allowed for the instalment of an alkyl side chain unit. Antiproliferative/cytotoxic screening of the target derivative revealed its capacity to alter the viability of both leukaemia and solid tumour cell lines.

中文翻译：

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新型 1,3-二氨基-1,3-二脱氧二氢鞘氨醇的简单方法

新型二氢鞘氨醇型类似物的简短而灵活的构建已经完成。这种方法的关键步骤是三（亚氨酸）底物的级联[3,3]-σ重排，这为我们的最终化合物提供了具有三个碳氮键的核心基序，包括两个连续的立构中心，从-开始赤呋喃糖凯龙。随后的交叉复分解方案允许安装烷基侧链单元。目标衍生物的抗增殖/细胞毒性筛选揭示了其改变白血病和实体瘤细胞系活力的能力。