• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Catalytic Asymmetric Addition of Meldrum's Acid, Malononitrile, and 1,3-Dicarbonyls to ortho-Quinone Methides Generated In Situ Under Basic Conditions
【24h】

Catalytic Asymmetric Addition of Meldrum's Acid, Malononitrile, and 1,3-Dicarbonyls to ortho-Quinone Methides Generated In Situ Under Basic Conditions

机译：碱性条件下，原位生成的邻醌醌催化不对称添加麦德鲁姆酸，丙二腈和1,3-二羰基

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

A new approach to the utilization of highly reactive and unstable ortho-quinone methides (o-QMs) in catalytic asymmetric settings is presented. The enantioselective reactions are catalysed by bifunctional organocatalysts, and the o-QM intermediates are formed in situ from 2-sulfonylalkyl phenols through base-promoted elimination of sulfinic acid. The use of mild BrOnsted basic conditions for transiently generating o-QMs in catalytic asymmetric processes is unprecedented, and allows engaging productively in the reactions nucleophiles such as Meldrum's acid, malononitrile and 1,3-dicarbonyls. The catalytic transformations give new and general entries to 3,4-dihydrocoumarins, 4H-chromenes and xanthenones. These frameworks are recurring structures in natural product and medicinal chemistry, as testified by the formal syntheses of (R)-tolterodine and (S)-4-methoxydalbergione from the catalytic adducts.
机译：提出了一种在催化不对称环境中利用高反应性和不稳定的邻醌甲基化物（o-QMs）的新方法。对映选择性反应是由双功能有机催化剂催化的，o-QM中间体是由2-磺酰基烷基苯酚通过碱促进的亚磺酸消除而原位形成的。在催化不对称过程中短暂使用温和的布朗斯台德基本条件来瞬时生成o-QM，这使生产亲密的反应亲合性如Meldrum's acid，丙二腈和1,3-二羰基成为可能。催化转化为3,4-二氢香豆素，4H-色烯和黄嘌呤酮提供了新的通用入口。这些构架是天然产物和药物化学中的重复结构，如由催化加合物形式的（R）-托特罗定和（S）-4-甲氧基金黄色烷烃的正式合成所证明。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号