Model studies towards the total synthesis of GKK1032s, novel antibiotic anti-tumor agents: Enantioselective synthesis of the alkyl aryl ether portion of GKK1032s

被引：28

作者：

Asano, M

Inoue, M ^{[1
]}

Katoh, T

机构：

[1] Tokyo Inst Technol, Dept Elect Chem, Yokohama, Kanagawa 2668502, Japan

[2] Sagami Chem Res Ctr, Ayase, Kanagawa 2521193, Japan

[3] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan

来源：

SYNLETT | 2005年 / 17期

关键词：

GKK1032s; antibiotic; anti-tumor agent; natural products synthesis; Mitsunobu reaction; Saegusa oxidation;

D O I：

10.1055/s-2005-917112

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

An enantioselective synthesis of an alkyl aryl ether portion of GKK1032s, novel antibiotic anti-tumor agents, was achieved via Mitsunobu reaction between a sterically congested indenol derivative and a p-substituted phenol derivative. The indenol derivative, the key substrate for the Mitsunobu reaction, was efficiently synthesized starting from the known indanone derivative through regio- and stereoselective metbylation, Saegusa oxidation, and carbonyl transposition as the pivotal steps.

引用

页码：2599 / 2602

页数：4

共 23 条

[1]

Studies toward the total synthesis of GKK1032A2, a structurally unique antitumor compound: Stereoselective construction of the tricarbocyclic system [J].