A stereocontrolled total synthesis of (±)-saframycin A

被引：12
|
作者：
Kimura, Shinya [1 ]
Saito, Naoki [1 ]
机构：
[1] Meiji Pharmaceut Univ, Grad Sch Pharmaceut Sci, 2-522-1 Noshio, Kiyose, Tokyo 2048588, Japan
来源：
TETRAHEDRON | 2018年 / 74卷 / 34期
关键词：
Total synthesis; Saframycin A; Antitumor antibiotic product; 1,2,3,4-Tetrahydroisoquinoline; Cytotoxicity; TRICYCLIC LACTAM INTERMEDIATE; ENANTIOSELECTIVE SYNTHESIS; SAFRAMYCIN-A; CHEMISTRY; (-)-SAFRAMYCIN-A; TETRAHYDROISOQUINOLINE; TRANSFORMATION;
D O I：
10.1016/j.tet.2018.07.017
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A thirteen-step total synthesis of (+/-)-saframycin A from a tricyclic lactam intermediate is described. The key step of this total synthesis is the stereocontrolled construction of a pentacyclic saframycin framework via a modified Pictet-Spengler type cyclization generating a bis-carboxylic acid ester derivative, followed by decarboxylation. The cytotoxicity profiles are also presented. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4504 / 4514
页数：11
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