Asymmetric total synthesis of ent-cyclooroidin.

Asymmetric total synthesis of ent-cyclooroidin.
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DOI:
10.1021/ol1020916
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发表时间:
2010-11-05
期刊:
影响因子:
5.2
通讯作者:
Lovely, Carl J.
Lovely, Carl J.
中科院分区:
化学1区
文献类型:
--
作者:
Mukherjee, Sabuj;Sivappa, Rasapalli;Yousufuddin, Muhammed;Lovely, Carl J.

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An enantiospecific total synthesis of the pyrrole-imidazole natural product cyclooroidin from histidine is described. The key N1-C9 bond is constructed through an intramolecular SN2-type of reaction of a chloro ester. Subsequent imidazole C2-azidation at the 2-position, pyrrole bromination, azide reduction and deprotection leads to the completion of the synthesis.
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