Efficient convergent synthesis of a trans-fused 6-6-6-6-membered tetracyclic ether ring system

被引：43

作者：

Matsuo, G ^{[1
]}

Hinou, H ^{[1
]}

Koshino, H ^{[1
]}

Suenaga, T ^{[1
]}

Nakata, T ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 06期

关键词：

alkynes; coupling reactions; acetals; tetrahydropyrans; polyethers; reduction;

D O I：

10.1016/S0040-4039(99)02173-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A very efficient convergent strategy for the construction of the trans-fused 6-6-6-6-membered tetracyclic ether ring system was developed based on the acetylide-triflate coupling of two tetrahydropyrans, oxidation of the alkyne group to an alpha-diketone, double cyclization to 6,6,6,6-membered tetracyclic diacetal, and stereoselective reduction of the diacetal with Et3SiH-TMSOTf. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：903 / 906

页数：4

共 19 条

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