Organocatalytic enantioselective Diels-Alder reaction of dienes with α-(N,N-diacylamino)acroleins

Organocatalytic enantioselective Diels-Alder reaction of dienes with α-(N,N-diacylamino)acroleins
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DOI:
10.1021/ol8011277
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发表时间:
2008-07-03
期刊:
影响因子:
5.2
通讯作者:
Akakura, Matsujiro
Akakura, Matsujiro
中科院分区:
化学1区
文献类型:
--
作者:
Ishihara, Kazuaki;Nakano, Kazuhiko;Akakura, Matsujiro

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环状和无环二烯与α-邻苯二甲酰亚胺基丙烯醛的催化和高对映选择性的狄尔斯-阿尔德反应提供环状α-季α-氨基酸前体。H-L-Phe-L-Leu-N(CH_2CH_2)(2)-还原三胺与五氟苯磺酸的构象柔性手性铵盐作为不对称Diels-Alder反应的催化剂是非常有效的。
Catalytic and highly enantioselective Diels-Alder reaction of cyclic and acyclic dienes with alpha-phthalimidoacroleins provides cyclic alpha-quaternary alpha-amino acid precursors. The conformationally flexible chiral ammonium salt of H-L-Phe-L-Leu-N(CH2CH2)(2)-reduced triamine with pentafluorobenzensulfonic acid is very effective as an asymmetric catalyst for the Diels-Alder reaction.