Highly enantioselective bromocyclization of tryptamines and its application in the synthesis of (-)-chimonanthine.

Highly enantioselective bromocyclization of tryptamines and its application in the synthesis of (-)-chimonanthine.
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DOI:
10.1002/anie.201306774
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发表时间:
2013-12
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影响因子:
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通讯作者:
W. Xie;Guangde Jiang;Huan Liu;Jiadong Hu;Xixian Pan;Hui Zhang;X. Wan;Yisheng Lai;D. Ma
W. Xie;Guangde Jiang;Huan Liu;Jiadong Hu;Xixian Pan;Hui Zhang;X. Wan;Yisheng Lai;D. Ma
中科院分区:
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文献类型:
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作者:
W. Xie;Guangde Jiang;Huan Liu;Jiadong Hu;Xixian Pan;Hui Zhang;X. Wan;Yisheng Lai;D. Ma

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较短的路线:利用阴离子手性相转移催化剂开发了色胺的高对映选择性溴环化反应。该方法为以色胺为原料合成手性3-溴吡咯吲哚提供了一条直接途径,实现了(-)-烟花红的四步对映选择性合成。PG=保护组。
A shorter path: A highly enantioselective bromocyclization of tryptamine has been developed using an anionic chiral phase-transfer catalyst. This method provides a direct approach for preparing chiral 3-bromopyrroloindoline from tryptamine, which enables a four-step enantioselective synthesis of (-)-chimonanthine. PG=protecting group.