Total syntheses of carbazole alkaloid mukoenine A and pyrano[3,2-a] carbazole alkaloid girinimbine

被引：5

作者：

Nishiyama, Takashi ^{[1
]}

Kihara, Yuhto ^{[1
]}

Takeuchi, Nao ^{[1
]}

Mizuno, Shota ^{[1
]}

Hieda, Yuhzo ^{[1
,2
]}

Hatae, Noriyuki ^{[3
]}

Choshi, Tominari ^{[1
]}

机构：

[1] Fukuyama Univ, Fac Pharm & Pharmaceut Sci, Fukuyama, Hiroshima 7290292, Japan

[2] Fukuyama Univ, Common Resources Ctr, Fukuyama, Hiroshima 7290292, Japan

[3] Yokohama Univ Pharm, Fac Pharmaceut Sci, 601 Matano,Totsuka Ku, Yokohama 2450066, Japan

来源：

TETRAHEDRON | 2022年 / 120卷

关键词：

Mukoenine A; Grinimbine; pyrano[3; a ]carbazole; Electrocyclization; 6 n -electron system; RING-CLOSING METATHESIS; ANTIPROLIFERATIVE ACTIVITY; CONCISE SYNTHESIS; MURRAYA-KOENIGII; PROLIFERATION; REARRANGEMENT; CALOTHRIXINS; HCT-116;

D O I：

10.1016/j.tet.2022.132895

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this study, we achieved the total synthesis of carbazole alkaloid mukoenine A through a seven-step sequence involving the construction of a carbazole framework using the electrocyclization of a 6n -electron system including an allene intermediate as the key step. Subsequently, the synthesis of pyrano [3,2-a]carbazole alkaloid girinimbine was achieved by the construction of the pyran ring via selenoe-therification of the o-allylic phenol moiety of mukoenine A. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：8

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