美国芝加哥大学Guangbin Dong团队通过战略性的应用酮类化合全合成phainanoid A。相关研究成果发表在2021年11月12日出版的国际知名学术期刊《美国化学会杂志》。

该文中，研究人员报告了采用一种不同寻常的双向合成策略全合成一种独特的达马烷型三萜类化合物（DTT）phainanoid A。其具有两个过渡金属介导的高度非对映选择性转换，以获得两个具有挑战性的应变环系统，该系统从三环核向相反方向分支。

该研究工作还强调了酮（或三氟三烯醇酯）作为多功能工具的战略用途，以便在所有关键转换中快速增加分子复杂性，从而为高效制备复杂且具有生物学意义的DTTs铺平道路。

附：英文原文

Title: Bidirectional Total Synthesis of Phainanoid A via Strategic Use of Ketones

Author: Jiaxin Xie, Xin Liu, Nan Zhang, Shinyoung Choi, Guangbin Dong

Issue&Volume: November 12, 2021

Abstract: Here we report the total synthesis of phainanoid A, a unique dammarane-type triterpenoid (DTT), using an unusual bidirectional synthetic strategy. It features two transition-metal-mediated highly diastereoselective transformations to access the two challenging strained ring systems that branch toward opposite directions from the tricyclic core. This work also highlights the strategic use of ketones (or enol triflates) as versatile handles for rapid growth of molecular complexity in all key transformations, which paves the way for efficient preparations of complex and biologically significant DTTs.

DOI: 10.1021/jacs.1c11117

Source: https://pubs.acs.org/doi/10.1021/jacs.1c11117