通过烯丙基底物、三烷基硼烷和活化烯烃之间的钯催化三组分偶联实现迈克尔受体的β-烷基-α-烯丙基化反应。

Beta-alkyl-alpha-allylation of Michael acceptors through the palladium-catalyzed three-component coupling between allylic substrates, trialkylboranes, and activated olefins.

作者信息

Patil Nitin T, Huo Zhibao, Yamamoto Yoshinori

机构信息

Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.

出版信息

J Org Chem. 2006 Mar 17;71(6):2503-6. doi: 10.1021/jo0524876.

DOI:10.1021/jo0524876

PMID:16526804

Abstract

The palladium-catalyzed three-component beta-alkyl-alpha-allylation reaction of activated olefins has been achieved. For example, in the presence of 5 mol % of Pd(PPh3)4, the reaction of benzylidenemalononitrile 1a with Et3B and allyl acetate 2a in THF proceeded smoothly at 40 degrees C to give the corresponding beta-ethyl-alpha-allylated product 3a in 81% yield.

摘要

实现了钯催化的活性烯烃的三组分β-烷基-α-烯丙基化反应。例如，在5 mol%的Pd(PPh₃)₄存在下，苄叉丙二腈1a与三乙基硼和乙酸烯丙酯2a在四氢呋喃中于40℃顺利反应，以81%的产率得到相应的β-乙基-α-烯丙基化产物3a。