Dithioallyl cation (3 + 2) cycloadditions under aprotic reaction conditions: rapid access to spiro-fused cyclopentane scaffolds
作者:Frederick Degroote、Bram Denoo、Bram Ryckaert、Brenda Callebaut、Kristof Van Hecke、Jan Hullaert、Johan M. Winne
DOI:10.1039/d3ob01273e
日期:——
We report a general method to effect all-carbon (3 + 2) cycloadditions that can elaborate cyclopentenes from a range of olefins. The required dithioallyl cation reagents can be generated in a newly developed mild protocol starting from 2-allyloxypyridine precursors, thus avoiding the use of strong Brønsted acids. The novel method significantly expands the substrate scope, which now also includes acid-sensitive
我们报告了一种实现全碳 (3 + 2) 环加成的通用方法,该方法可以从一系列烯烃中合成环戊烯。所需的二硫代烯丙基阳离子试剂可以在新开发的温和方案中从 2-烯丙氧基吡啶前体开始生成,从而避免使用强布朗斯台德酸。这种新方法显着扩大了底物范围,现在还包括酸敏感烯烃,从而能够从简单且容易获得的起始材料制备以前无法获得的螺稠合支架类型。