Synthetic studies on lemonomycin: construction of the tetracyclic core

被引：6

作者：

Jimenez-Somarribas, Alberto ^{[1
]}

Williams, Robert M. ^{[1
,2
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

[2] Univ Colorado, Ctr Canc, Aurora, CO 80045 USA

来源：

TETRAHEDRON | 2013年 / 69卷 / 35期

基金：

美国国家卫生研究院;

关键词：

(-)-Lemonomycin; Tetrahydroisoquinoline antitumor antibiotics; Pictet-Spengler reaction; 3+2] Dipolar cycloaddition; THIAZOLYL PEPTIDE ANTIBIOTICS; STRUCTURAL ELUCIDATION; ASYMMETRIC-SYNTHESIS; (-)-LEMONOMYCIN; OXIDATION; FERMENTATION; SUPERACIDS; FRAMEWORK; TAXONOMY; ANALOG;

D O I：

10.1016/j.tet.2013.05.009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A substrate-induced stereocontrol strategy was used to gain access to the tetracyclic core of (-)-lemonomycin. An advanced intermediate was prepared from a known substituted tyrosinol through a 16-step sequence, which involved a Pictet-Spengler reaction, a [3+2] dipolar cycloaddition and an enamide hydrogenation. (C) 2013 Published by Elsevier Ltd.

引用

页码：7505 / 7512

页数：8

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