Synthesis of homoallylic amines via the palladium-catalyzed decarboxylative coupling of amino acid derivatives

Synthesis of homoallylic amines via the palladium-catalyzed decarboxylative coupling of amino acid derivatives
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DOI:
10.1021/ja063115x
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发表时间:
2006-08-09
影响因子:
15
通讯作者:
Tunge, Jon A.
Tunge, Jon A.
中科院分区:
化学1区
文献类型:
--
作者:
Burger, Erin C.;Tunge, Jon A.

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受保护的高烯丙基胺是通过α-氨基酸衍生物的脱酸偶联反应合成的。催化的C-−-C成键反应依赖于α-氨基酸的生物激发脱羧基金属化反应来生成α-氨基阴离子的等价物。α-氨基阴离子的等价物被π-烯丙基钯亲电试剂截取,生成取代的高烯丙基胺。
Protected homoallylic amines are synthesized by the decarboxylative coupling of α-amino acid derivatives. The catalytic C−C bond-forming reaction relies on the bioinspired decarboxylative metalation of α-amino acids to produce α-amino anion equivalents. The α-amino anion equivalents are intercepted by π-allyl palladium electrophiles to produce substituted homoallylic amines.