Synthesis of the C-1027 chromophore framework through atropselective macrolactonization

被引：34

作者：

Inoue, M ^{[1
]}

Sasaki, T

Hatano, S

Hirama, M

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

[2] Tohoku Univ, Grad Sch Sci, Res & Analyt Ctr Giant Mol, Sendai, Miyagi 9808578, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 47期

关键词：

alkynes; antitumor agents; atropisomerism; lactones; macrocycles;

D O I：

10.1002/anie.200461428

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Long-range steric interactions of the protecting groups of the 1,5-diol were harnessed for the successful atropselective macrolactonization (A) in the synthesis of the C-1027 chromophore framework (see scheme). Subsequent LiN(SiMe3)2/CeCl3-promoted acetylide addition to an aldehyde (B) in the setting of a rigid macrocycle formed the target nine-membered ring system with a highly strained diyne. (Chemical equation presented).

引用

页码：6500 / 6505

页数：6

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