Synthesis of α,α-disubstituted amino acids based on tandem reaction of dehydroamino acid derivatives
Synthesis of α,α-disubstituted amino acids based on tandem reaction of dehydroamino acid derivatives
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DOI：
10.1016/j.tet.2004.10.104
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发表时间：
2005-01-10
期刊：
影响因子：
2.1
通讯作者：
Takemoto, Y
中科院分区：
文献类型：
--
作者：
Miyabe, H;Asada, R;Takemoto, Y
通过脱氢氨基酸衍生物的串联反应研究了全取代的sp(3)杂化碳中心的形成。二乙基锌促进的脱氢氨基酸衍生物与酸酐或p-烯丙基钯配合物的反应顺利进行，通过自由基和阴离子碳-碳键形成过程得到α,α-二取代氨基酸。使用Bu3SnH和Pd(PPh3)(4)也可以有效地进行N-邻苯二甲酰脱氢丙氨酸的串联还原反应。 (C) 2004 Elsevier Ltd. 保留所有权利。
The formation of all-substituted sp(3) -hybridized carbon-center was investigated via tandem reaction of dehydroamino acid derivatives. The diethylzinc-promoted reaction of dehydroamino acid derivatives with acid anhydride or pi-allyl palladium complex proceeded smoothly to afford alpha,alpha-disubstituted amino acids via a radical and anionic carbon-carbon bond-forming processes. The tandem reductive reaction of N-phthaloyl dehydroalanine also proceeded effectively by using Bu3SnH and Pd(PPh3)(4). (C) 2004 Elsevier Ltd. All rights reserved.