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通过仿生克诺文纳格尔/杂环狄尔斯-阿尔德串联反应全合成(±)-Pestalachloride C和(±)-Pestalachloride D

Total Synthesis of (±)-Pestalachloride C and (±)-Pestalachloride D through a Biomimetic Knoevenagel/Hetero-Diels-Alder Cascade.

作者信息

Arredondo Vanessa, Roa Daniel E, Yan Songyuan, Liu-Smith Feng, Van Vranken David L

机构信息

Department of Chemistry , University of California, Irvine , 1102 Natural Sciences II , Irvine , California 92697 , United States.

Department of Medicine, School of Medicine, Chao Family Comprehensive Cancer Center , University of California Irvine , Irvine , California 92697 , United States.

出版信息

Org Lett. 2019 Mar 15;21(6):1755-1759. doi: 10.1021/acs.orglett.9b00323. Epub 2019 Mar 5.

Abstract

A concise total synthesis of (±)-pestalachloride C and (±)-pestalachloride D was achieved through a Knoevenagel/hetero-Diels-Alder cascade reaction to test the nonenzymatic biosynthetic hypothesis of Shao, Wang, and co-workers. The cascade reaction generates a mixture of racemic indano[2,1- c]chromans like those found in the natural products.

摘要

通过Knoevenagel/杂环狄尔斯-阿尔德串联反应实现了(±)-pestalachloride C和(±)-pestalachloride D的简洁全合成,以检验Shao、Wang及其同事提出的非酶生物合成假说。该串联反应生成了外消旋茚并[2,1-c]色满的混合物,类似于在天然产物中发现的那些。

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