NMR, Computation and Total Synthesis; Uncovering the Stereochemistry of 1,5-polyol-containing Macrolides

Amantelide A是一组多羟基大环内酯类天然产物之一，具有一系列1，5相关的立体合成中心的重复序列。这种1，5-多元醇基序对它们的合成、核磁共振和计算分析来说是一个巨大的挑战，因为立体中心的偏远位置可能会使这些元素复杂化。这个项目旨在开发一种通用的程序，用于指定具有远端立体中心的高度提供的多羟基分子的立体化学构型。更广泛地说，我们的目标是以这样一种方式‘指纹’这样的分子，即在不明确需要合成它们的母体化合物的情况下，推导出连续的立体中心之间的构型关系。将Aggarwal组开发的高效和立体选择性合成方法与Butts组的先进核磁共振和计算分析相结合的协同方法，可以为揭示立体化学提供可靠的方法，否则具有挑战性的大环化合物。

Amantelide A is one of a group of polyhydroxylated macrolide natural products furnished with a repeated sequence of 1,5-related stereogenic centers. Such 1,5-polyol motifs represent a significant challenge for their synthesis, NMR and computational analyses, as the remote position of the stereocenters can complicate these elements. This project aims to develop a general procedure for assigning the stereochemical configuration of highly furnished polyhydroxylated molecules with distal stereocenters. More broadly we aim to 'fingerprint' such molecules in such a way as to derive the configurational relationships between contiguous stereocenters without the explicit need to synthesise their parent compounds. A synergistic approach combining the efficient and stereoselective synthetic methodologies developed within the Aggarwal group with the advanced NMR and computational analyses of the Butts group could afford a reliable methodology for uncovering the stereochemistry otherwise challenging macrocyclic compounds.