通过一般的催化 (6+n) 取消平台进行中等大小环的选择性合成
Xuling Chen1, Changzhen Zhai1, Yan Guo2
1Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, College of Science, Guangming Advanced Research Institute, Southern University of Science and Technology (SUSTech), Shenzhen 518055, China.
研究人员开发了一种新的催化无效化策略,用于构建中型环. 这种方法有效地产生了9个和11个成员的异环环,包括有价值的9个成员环的酶选择合成.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 催化剂是一种催化剂.
背景情况:
- 由于热惩罚和立体控制,中等大小的环的酶选择合成具有挑战性.
- 在有机合成中,开发高效和通用的中型环结构方法至关重要.
研究的目的:
- 制定一个一般的 (6 + n) 无效化策略,以有效地建造中型环.
- 为了实现中型异环的区域选择性和反选择性合成.
主要方法:
- 使用了2-(4H-[d][1,3]oxazin-4-yl) 烯酸盐作为多功能前体.
- 采用催化形式 (6 + 5) 和 (6 + 3) 循环添加剂.
- 嵌入了合理的合性连接体设计,用于enantioselective反应.
主要成果:
- 通过 (6 + 5) 循环添加与乙烯基乙烯碳酸盐 (VECs) 成功合成了11个成员的异环环.
- 通过 (6 + 3) 循环添加与三甲基甲 (TMM) 实现了9个成员异环的区域选择性合成.
- 通过对抗选择性取消获得了富含的9个成员异环环 (产量高达75%,93% ee).
结论:
- 开发的取消策略为访问中型环系统提供了一个强大的平台.
- 该方法的特点是随时可用的起始材料,模块化和温和的反应条件.
- 这项工作解决了有价值的中型异环环的合成局限性,包括enantioselective变体.
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