Water enables direct use of allyl alcohol for Tsuji-Trost reaction without activators

Water enables direct use of allyl alcohol for Tsuji-Trost reaction without activators
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DOI:
10.1021/ol048207a
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发表时间:
2004-10-28
期刊:
影响因子:
5.2
通讯作者:
Oshima, K
Oshima, K
中科院分区:
化学1区
文献类型:
--
作者:
Kinoshita, H;Shinokubo, H;Oshima, K

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水性两相反应体系能够在Tsuji-Trost反应中直接使用烯丙醇,而无需任何烯丙醇活化剂的帮助。反应条件为中性至碱性,允许使用胺作为亲核试剂。理论计算已经阐明了羟基的水合作用对于顺利生成π-烯丙基钯物种的重要性。
An aqueous biphasic reaction system enables the direct use of allyl alcohol in the Tsuji-Trost reaction without the help of any activating reagents for allyl alcohol. The reaction conditions are neutral to basic, allowing the use of amines as the nucleophile. Theoretical calculations have elucidated the importance of hydration of the hydroxy group for the smooth generation of pi-allylpalladium species.