Platinum Catalyzed 7-endo Cyclization of Internal Alkynyl Amides and its Application to Synthesis of the Caprazamycin Core

Platinum Catalyzed 7-endo Cyclization of Internal Alkynyl Amides and its Application to Synthesis of the Caprazamycin Core
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铂催化内炔基酰胺的7-内环化及其在卡普拉霉素核心合成中的应用

DOI:
10.1039/c2ob25111f
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发表时间:
2012
影响因子:
3.2
通讯作者:
Y
Y
中科院分区:
化学3区
文献类型:
--
作者:
Tsukano;C.; Yokouchi;S.; Girard;A.-L.; Kuribayashi;T.; Sakamoto;S.; Enomoto;T.Takemoto;Y

文献摘要

相似文献

研究了铂催化的内炔酰胺7-内环化反应的反应范围和局限性。用芳基取代炔得到更好的结果,大概是因为它稳定了过渡态。将该反应应用于仲酰胺,从市售材料经8步成功合成了卡拉扎霉素核。
The scope and limitations of the platinum catalyzed 7-endo cyclization of internal alkynyl amides were investigated. Substitution of the alkyne with an aryl group gave better results, presumably because it stabilized the transition state. Applying the reaction to a secondary amide, the caprazamycin core was successfully synthesized from commercially available material in eight steps.