Novel phosphine-catalyzed zipper cyclization of aliphatic diyne-dione and yne-dione systems

被引：93

作者：

Kuroda, H

Tomita, I

Endo, T

机构：

[1] Tokyo Inst Technol, Chem Resources Lab, Midori Ku, Yokohama, Kanagawa 2268502, Japan

[2] Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan

[3] Toyama Natl Coll Technol, Dept Chem & Biochem Engn, Toyama 9398630, Japan

[4] Yamagata Univ, Fac Engn, Dept Polymer Sci & Engn, Yonezawa, Yamagata 9928510, Japan

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 02期

关键词：

D O I：

10.1021/ol020198n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unexpected tri-n-butylphosphine-catalyzed zipper cyclization of diyne-diones (1a-d) or yne-diones (1e and 1f) is described. Bicyclic ketones (2a, 2b, 2c, 2e, and 2f) with five- or six-membered rings fused to the five-membered ring were obtained from both aliphatic diyne-diones (1a-c) and yne-diones (le and 10 having tetra- or pentamethylene spacers. The bicyclic products (2) were produced with high diastereoselectivity.

引用

页码：129 / 131

页数：3

共 10 条

[1] ELECTROLYTIC REDUCTIVE COUPLING .8. UTILIZATION AND A NEW PREPARATION OF ALPHA-METHYLENEGLUTARONITRILE [J].