Brønsted Acid-Catalyzed Intramolecular Allylic Substitution Reaction of Allylic Alcohols: A Facile Synthesis of 2-Vinylchromans

Synlett Pub Date : 2024-04-08 DOI:10.1055/a-2301-9223
Yun-Fan Li, Yu-Ting Xi, Kai-Ji Hu, Q. Tan, Chang-Hua Ding, Bin Xu
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Abstract

Brønsted acid-catalyzed intramolecular allylic substitution reaction of secondary and tertiary allylic alcohols has been developed. A variety of 2-vinylchromans were efficiently prepared in moderate to excellent yields. The given method features wide substrate scope, operational simplicity, metal-free, and mild reaction conditions. The practicability of the method was demonstrated by the gram-scale reaction and further derivations of the product. Catalytic asymmetric reaction was preliminarily studied.

Abstract Image

布氏酸催化的烯丙基醇分子内烯丙基取代反应:2-乙烯基色氨酸的简便合成
开发了布氏酸催化的分子内二级和三级烯丙基醇的烯丙基取代反应。该方法以中等到极好的产率高效地制备了多种 2-乙烯基色满。该方法具有底物范围广、操作简单、无金属、反应条件温和等特点。克级反应和产品的进一步衍生证明了该方法的实用性。对催化不对称反应进行了初步研究。
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