Total Synthesis of Two Pyrrole Spiroketal Alkaloids: Pollenopyrroside A and Capparisine B

Cao Zhi; Li Yueqing; Wang Shisheng; Guo Xiuhan; Wang Liu; Zhao Weijie

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Total Synthesis of Two Pyrrole Spiroketal Alkaloids: Pollenopyrroside A and Capparisine B

机译：两种吡咯螺酮生物碱的全合成：花粉吡喃糖苷A和辣椒素B

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摘要

Pollenopyrroside A and capparisine B, two diastereoisomers of pyrrole spiroketal alkaloids isolated from Brassica campestris pollen and Capparis spinosa, were synthesized by an improved microwave-assisted bishydroxymethylation of pyrrole and acid-catalyzed spirocyclization as key steps with total yields of 2.7 and 8.8%, respectively.

机译：通过改进的微波辅助吡咯双羟基甲基化和酸催化的螺环化反应，合成了从芸苔花粉和Capparis spinosa分离得到的吡咯螺酮生物碱的两种非对映异构体花粉吡喃糖苷A和辣椒素B，这两个关键步骤的总收率分别为2.7和8.8％。。

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《Synlett》 |2015年第7期|共6页
作者
Cao Zhi; Li Yueqing; Wang Shisheng; Guo Xiuhan; Wang Liu; Zhao Weijie;
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正文语种 eng
中图分类有机化学理论、物理有机化学;
关键词
alkaloids; spiroketals; natural products; total synthesis; microwave-assisted reaction;

机译：生物碱;螺酮化合物;天然产物;全合成;微波辅助反应;

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1. Total Synthesis of Two Pyrrole Spiroketal Alkaloids: Pollenopyrroside A and Capparisine B [J] . Cao Zhi, Li Yueqing, Wang Shisheng, Synlett . 2015,第7期

机译：两种吡咯螺酮生物碱的全合成：花粉吡喃糖苷A和辣椒素B
2. Xylapyrrosides A and B, two rare sugar-morpholine spiroketal pyrrole-derived alkaloids from Xylaria nigripes: isolation, complete structure elucidation, and total syntheses [J] . Li Ming, Xiong Juan, Huang Ya, Tetrahedron . 2015,第33期

机译：Xylapyrrosides A和B，两种稀有的糖-吗啉螺环草吡咯衍生的生物碱：分离，完整的结构阐明和总合成
3. Pyrrole carboxamide introduction in the total synthesis of pyrrole-imidazole alkaloids [J] . Apsara K. Herath, Carl J. Lovely Organic & biomolecular chemistry . 2021,第12期

机译：吡咯羧酰胺引入吡咯 - 咪唑生物碱的总合成
4. Asymmetric Total Synthesis, Stereochemical Stability and Cancer Cell Killing Effects of Stemona Alkaloids [C] . Takayuki Iwata, Satoshi Fujita, Taishi Tomiyama 日本化学会春季年会講演予稿集 . 2018

机译：不对称的全合成，立体化学稳定性和癌细胞杀菌作用对斯莫纳生物碱的杀伤作用
5. Part I: The first regio- and atropdiastereoselective total synthesis of the dimeric indole alkaloid (+)-dispegatrine, as well as the first total synthesis of the sarpagine alkaloids (+)-spegatrine, lochvinerine, (+)-lochneram and an improved total synthesis of (+)-10-methoxyvellosimine, (+)-lochnerine and (+)-sarpagine. Part II: Studies directed toward the total synthesis of the carbon-19 methyl substituted sarpagine-macroline alkaloids (+)-macro-salhine chloride as well as macrocarpine A, B and C. [D] . Edwankar, Chitra R. 2011

机译：第一部分：二聚吲哚生物碱（+）-dispegatrine的第一个区域和对映异构选择性全合成，以及sarpagine生物碱（+）-spegatrine，lochvinerine，（+）-lochneram的第一个全合成（+）-10-甲氧基玻璃素胺，（+）-氯精胺和（+）-sarpagine的合成。第二部分：研究碳19甲基取代的沙雷帕金-大麦碱生物碱（+）-大-沙丁鱼碱氯化物以及大芸香碱A，B和C的总合成。
6. Stereospecific Approach to the Synthesis of Ring-A Oxygenated Sarpagine Indole Alkaloids. Total Synthesis of the Dimeric Indole Alkaloid P-(+)-Dispegatrine and Six Other Monomeric Indole Alkaloids [O] . Chitra R. Edwankar, Rahul V. Edwankar, Ojas A. Namjoshi, -1

机译：立体定向方法合成环A氧化的Sarpagine吲哚生物碱。二聚吲哚生物碱P-（+）-Dispegatrine和其他六个单体吲哚生物碱的全合成
7. Total Synthesis of Dimeric Pyrrole-Imidazole Alkaloids: Sceptrin, Ageliferin, Nagelamide E, Oxysceptrin, Nakamuric Acid, and the Axinellamine Carbon Skeleton [O] . -1

机译：二聚体吡咯 - 咪唑类生物碱的总合成：Sceptrin，Ageliferin，Nagelamide E，Oxysceptrin，Nakamuric酸和腋胺碳骨架

Total Synthesis of Two Pyrrole Spiroketal Alkaloids: Pollenopyrroside A and Capparisine B

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