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Stereodivergent Zweifel Olefination and its Mechanistic Dichotomy
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2023-07-26 , DOI: 10.1002/anie.202309136
Samir Manna 1 , Swagata Paul 1 , Wang-Yeuk Kong 2 , Debasis Aich 1 , Rupam Sahoo 1 , Dean J Tantillo 2 , Santanu Panda 1
Affiliation  

The mechanistic dichotomy in Zweifel olefination using boronate complexes carrying two different reactive π-systems is explored herein. The synthesis of vinyl heteroarenes and 1,3-dienes with up to 100 % stereoselectivity is demonstrated. A DFT calculations study allowed to highlight the mechanistic dichotomy in the stereoselective formation of E vs. Z-vinyl heteroarenes using different heteroarenes.

中文翻译:

立体发散Zweifel烯化及其机理二分法

本文探讨了使用携带两种不同反应性 π 系统的硼酸盐配合物进行 Zweifel 烯化的机械二分法。证明了乙烯基杂芳烃和 1,3-二烯的合成具有高达 100% 的立体选择性。DFT 计算研究突显了使用不同杂芳烃立体选择性形成EZ-乙烯基杂芳烃的机械二分法。
更新日期:2023-07-26
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