Stereoelectronic Model To Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates.
Stereoelectronic Model To Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates.
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DOI：
10.1002/anie.201507806
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发表时间：
2016-01-26
期刊：
影响因子：
--
通讯作者：
Woerpel KA
中科院分区：
文献类型：
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作者：
Beaver MG;Buscagan TM;Lavinda O;Woerpel KA
对七元环氧代碳正离子的亲核攻击通常是高度立体选择性的。亲核攻击的优选模式以最小化跨环相互作用的构象形成产物，导致与涉及六元环氧代碳正离子的反应相比不同的立体选择性。
Nucleophilic attack on seven-membered ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, leading to different stereoselectivities compared to reactions involving six-membered ring oxocarbenium ions.