Stereoselective synthesis of spirotryprostatin A

Stereoselective synthesis of spirotryprostatin A
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DOI:
10.1039/c3sc52525b
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发表时间:
2014-02
期刊:
影响因子:
8.4
通讯作者:
K. Kitahara;Jun Shimokawa;T. Fukuyama
K. Kitahara;Jun Shimokawa;T. Fukuyama
中科院分区:
化学1区
文献类型:
--
作者:
K. Kitahara;Jun Shimokawa;T. Fukuyama

文献摘要

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通过分子内Heck反应引入四元螺环中心,实现了螺环前列腺素A的不对称合成。该反应的立体化学由系链系统控制,该系链系统通过利用环-(Pro-Pro)二酮哌嗪部分的独特且至今神秘的特性而选择性地引入。
The asymmetric synthesis of spirotryprostatin A was achieved by employing an intramolecular Heck reaction to introduce the quaternary spiro center. The stereochemistry of the reaction was controlled by a tethering system, which was selectively introduced by taking advantage of the unique and as yet mysterious characteristics of the cyclo-(Pro–Pro) diketopiperazine moiety.