Efficient synthesis of Xaa-Gly type (Z)-chloroalkene dipeptide isosteres via organocuprate mediated reduction

Efficient synthesis of Xaa-Gly type (Z)-chloroalkene dipeptide isosteres via organocuprate mediated reduction
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DOI:
10.1016/j.tet.2016.06.080
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发表时间:
2016-08-11
期刊:
影响因子:
2.1
通讯作者:
Tamamura, Hirokazu
Tamamura, Hirokazu
中科院分区:
化学3区
文献类型:
--
作者:
Kobayakawa, Takuya;Tamamura, Hirokazu

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已经实现了 Xaa-Gly 型 (Z)-氯代烯烃二肽电子等排体 (CADI) 的高度立体选择性合成。用有机铜酸盐处理烯丙基偕二氯化物,通过还原脱氯以高产率和(Z)-选择性形成对应于Xaa-Gly型CADI的(Z)-氯烯烃。 (C) 2016 Elsevier Ltd. 保留所有权利。
A highly stereoselective synthesis of (Z)-chloroalkene dipeptide isosteres (CADIs) of the Xaa-Gly type has been achieved. Treatment of an allylic gem-dichloride with an organocuprate provided (Z)-chloroalkene formation corresponding to an Xaa-Gly type CADI through reductive dechlorination in high yield with (Z)-selectivity. (C) 2016 Elsevier Ltd. All rights reserved.