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One-pot one-base conditions for two shots: organocatalyzed tandem isomerization–olefination of allylic alcohols†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-06-21 00:00:00 , DOI: 10.1039/c8qo00505b
Hong-Xing Zheng 1, 2, 3, 4, 5 , Jian-Ping Qu 1, 2, 3, 4, 5 , Yan-Biao Kang 6, 7, 8, 9, 10
Affiliation  

A one-pot isomerization–olefination of allylic alcohols using 1,10-phenanthroline as an organocatalyst in the presence of a base has been developed. Under one-pot one-base conditions, allylic isomerization and olefination were accomplished simultaneously. Either terminal or internal alkenes could be prepared in generally good to high yields from allylic alcohols without the involvement of transition metals or oxidants. This avoids the heavy metal and toxic residues in the resulting products and allows the applications of this method in pharmaceutical synthesis.

中文翻译:

一锅一碱的条件,适用于两次注射:有机催化的串联异构化-烯丙醇的烯化

已经开发了在碱存在下使用1,10-菲咯啉作为有机催化剂的一锅异构化烯丙基醇的烯烃。在一锅一碱条件下,烯丙基异构化和烯化反应同时完成。末端烯烃或内部烯烃可以由烯丙基醇以通常良好至高收率的方式制备,而无需过渡金属或氧化剂的参与。这避免了所得产物中的重金属和有毒残留物,并允许该方法在药物合成中的应用。
更新日期:2018-06-21
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