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Total Synthesis of Ajudazol A by a Modular Oxazole Diversification Strategy.
Organic Letters ( IF 5.2 ) Pub Date : 2020-08-06 , DOI: 10.1021/acs.orglett.0c02188
Philipp Wollnitzke 1 , Sebastian Essig 1 , Jan Philipp Gölz 1 , Karin von Schwarzenberg 2 , Dirk Menche 1
Affiliation  

The total synthesis of the potent respiratory chain inhibitor ajudazol A was accomplished by a concise strategy in 17 steps (longest linear sequence). The modular approach was based on a direct oxazole functionalization strategy involving a halogen dance reaction for selective halogenation in combination with a challenging combination of sp2–sp2 and sp2–sp3 Negishi cross coupling reactions. The applicability of this strategy for analogue synthesis was demonstrated by the synthesis of a simplified as well as stabilized ajudazol analogue.

中文翻译:

通过模块恶唑分散策略全合成阿胡达唑A。

有效的呼吸链抑制剂ajudazol A的总合成通过简洁的策略以17个步骤(最长的线性序列)完成。模块化方法基于直接恶唑官能化策略,该策略涉及用于选择性卤化的卤素舞反应,以及具有挑战性的sp 2 –sp 2和sp 2 –sp 3 Negishi交叉偶联反应的组合。通过合成简化的和稳定的阿达唑类似物证明了该策略对类似物合成的适用性。
更新日期:2020-08-21
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