色满酮的对映选择性去芳构化炔基化反应：机遇与挑战
Enantioselective Dearomative Alkynylation of Chromanones: Opportunities and Obstacles.
作者信息
Guan Yong, Buivydas Tadas, Lalisse Remy F, Ali Rameez, Hadad Christopher, Mattson Anita E
机构信息
Worcester Polytechnic Institute, Worcester, MA 01609.
The Ohio State University, Columbus, OH 43210.
出版信息
Synthesis (Stuttg). 2022 Oct;54(19):4210-4219. doi: 10.1055/a-1811-8075. Epub 2022 Jun 9.
Abstract
A catalytic and highly enantioselective dearomative alkynylation of chromanones has been discovered that enables the construction of biologically relevant tertiary ether stereogenic centers. This methodology is robust, accommodating a variety of alkynes and chromanones. More than 40 substrates tested gave rise to >90% ee. Computational studies have indicated that the optimal indanyl ligand identified for most cases likely affords a network of supportive, non-covalent interactions that drive the enantioselective nature of the reaction.
摘要
已发现一种催化且高度对映选择性的色满酮脱芳构化炔基化反应，该反应能够构建具有生物学相关性的叔醚立体中心。此方法稳健，可兼容多种炔烃和色满酮。测试的40多种底物的对映体过量值（ee）均大于90%。计算研究表明，在大多数情况下确定的最佳茚基配体可能提供了一个支持性的非共价相互作用网络，从而推动了反应的对映选择性。
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