Regioselectivity in Lewis acids catalyzed X-H (O, S, N) insertions of methyl styryldiazoacetate with benzyl alcohol, benzyl thiol, and aniline

Regioselectivity in Lewis acids catalyzed X-H (O, S, N) insertions of methyl styryldiazoacetate with benzyl alcohol, benzyl thiol, and aniline
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DOI:
10.1016/j.tetlet.2007.04.046
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发表时间:
2007-06-04
影响因子:
1.8
通讯作者:
Hu, Wenhao
Hu, Wenhao
中科院分区:
化学4区
文献类型:
--
作者:
Yue, Yongli;Wang, Yuanhua;Hu, Wenhao

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与Rh(II)催化剂不同,Cu(I)、Cu(IT)和Ag(I)等刘易斯酸催化苯乙烯基重氮乙酸甲酯的X-H(X = O,S,N)插入反应优先发生在γ位。在反应中仅观察到(E)-异构体。该方法为γ-羟基或γ-氨基酸衍生物的合成提供了一种替代方法。(c)2007爱思唯尔有限公司保留所有权利。
Different from Rh(II) catalysts, X-H (X = O, S, N) insertion of methyl styryldiazoacetate catalyzed by Lewis acids including Cu(I), Cu(IT) and Ag(I) complexes occurred at gamma-position preferably. Only (E)-isomer was observed in the reactions. This method provides an alternative for the synthesis of gamma-hydroxyl or gamma-amino acid derivatives. (c) 2007 Elsevier Ltd. All rights reserved.