Efficient strategy for the iterative synthesis of trans-fused polycyclic ether via SMI2-induced reductive intramolecular cyclization

被引：69

作者：

Hori, N ^{[1
]}

Matsukura, H ^{[1
]}

Matsuo, G ^{[1
]}

Nakata, T ^{[1
]}

机构：

[1] RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan

来源：

TETRAHEDRON | 2002年 / 58卷 / 10期

关键词：

samarium diiodide; polyethers; cyclizations; radical reactions;

D O I：

10.1016/S0040-4020(02)00042-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient strategy for the iterative synthesis of a trans-fused polycyclic ether ring system has been developed. The new iterative method involves SmI2-induced reductive intramolecular cyclization of an aldehyde and a beta-alkoxy acrylate as the key step, producing a 2,3-trans-tetrahydropyran or oxepane ring. The syntheses of trans-fused 6,6,6-tricyclic, 6,7,6-tricyclic, and 6,7,7,6-tetracyclic ethers were effectively achieved based on the newly developed method. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1853 / 1864

页数：12

共 61 条

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