Catalytic synthesis of peptide-derived thiazolines and oxazolines using Bis(quinolinolato)dioxomolybdenum(VI) complexes

Catalytic synthesis of peptide-derived thiazolines and oxazolines using Bis(quinolinolato)dioxomolybdenum(VI) complexes
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DOI:
10.1002/adsc.200700068
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发表时间:
2007-07-01
影响因子:
5.4
通讯作者:
Ishihara, Kazuaki
Ishihara, Kazuaki
中科院分区:
化学2区
文献类型:
--
作者:
Sakakura, Akira;Kondo, Rei;Ishihara, Kazuaki

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双(2-乙基-8-喹啉醇)二氧钼(VI) (9) (1 mol%)对含半胱氨酸二肽1脱水环化生成相应的噻唑类化合物2具有显著的催化活性,在c2 -外甲基位置外映率小于6%。对于含苏氨酸二肽4的脱水环化,1摩尔%的二(2-苯基-8-喹啉醇)二氧钼(VI)(10)得到相应的在5位保留构型的恶唑啉5。
Bis(2-ethyl-8-quinolinolato)dioxomolybdenum(VI) (9) (1 mol%) shows remarkable catalytic activity for the dehydrative cyclization of cysteine-containing dipeptides 1 to give the corresponding thiazolines 2 with less than 6% epimerization at the C2-exomethine position. For the dehydrative cyclization of threonine-containing dipeptides 4, 1 mol% of bis(2-phenyl-8-quinolinolato)dioxomolybdenum(VI) (10) gives the corresponding oxazolines 5 with retention of configuration at the 5-position.