The first asymmetric total synthesis of C(9)-S-(+)-taumycin A is now reported using an approach that targeted both C(9) diastereomers concurrently. To facilitate this work, we called upon the symmetrical nature of a C(5)–C(13) side-chain intermediate and exploited orthogonal protecting groups as a tactic to access both stereoisomers from a single chiral, nonracemic intermediate. In addition to our successful approach, several minor detours that helped refine our strategy and a detailed analysis of ¹H NMR data will be discussed. Select compounds included in this work were screened against the NCI60 cell line panel and displayed modest growth inhibition activity.

中文翻译：

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(+)-Taumycin A 的不对称全合成和绝对立体化学的修正：一种利用正交保护准对映体的方法

C(9) -S -(+)-taumycin A的第一个不对称全合成现在报道使用同时针对两个 C(9) 非对映异构体的方法。为了促进这项工作，我们利用 C(5)–C(13) 侧链中间体的对称性质，并利用正交保护基团作为一种策略，从单个手性非外消旋中间体中获取两种立体异构体。除了我们成功的方法之外，我们还将讨论一些有助于完善我们的策略和详细分析¹ H NMR 数据的小弯路。针对 NCI60 细胞系面板筛选了这项工作中包含的精选化合物，并显示出适度的生长抑制活性。