Syntheses of C2′-Fluorinated Analogs of Solamin

被引：4

作者：

Kojima, Naoto ^{[1
]}

Hayashi, Hiromi ^{[2
]}

Iwasaki, Hiroki ^{[1
]}

Yamashita, Masayuki ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Yamashina Ku, 1 Misasagi Shichono Cho, Kyoto 6078412, Japan

[2] Osaka Univ, Grad Sch Pharmaceut Sci, 1-6 Yamadaoka, Suita, Osaka 5650871, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2020年 / 68卷 / 07期

关键词：

annonaceous acetogenin; fluorinated analog; antitumor agent; convergent synthesis; GROWTH-INHIBITORY ACTIVITY; ANNONACEOUS ACETOGENINS; THF RING; ABSOLUTE-CONFIGURATION; SYSTEMATIC SYNTHESIS; THIOPHENE ANALOG; STEREODIVERGENT; CORES; DESIGN; CHAIN;

D O I：

10.1248/cpb.c20-00223

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The details of the total syntheses of C2'-fluorinated analogs of solamin, an antitumor annonaceous acetogenin, are described. Fluorine was enantioselectively introduced at the C2'-position by organocatalytic a-fluorination of the aldehyde according to a previously reported method. C2'-fluorinated solamin and its C2'-diastereomer were synthesized by the Sonogashira coupling of a tetrahydrofuran fragment and fluorinecontaining gamma-lactone fragments.

引用

页码：675 / 678

页数：4

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