Synthesis of C2-symmetric 2,2′-bipyridines derived from 4-substituted 1,10,10-trimethyl-3-oxa-5-aza- tricyclo[5.2.1.02,6]decane

被引：4
|
作者：
Davies, SR [1 ]
Cain, CP [1 ]
Glossop, MT [1 ]
Mengent, ML [1 ]
Kee, TP [1 ]
机构：
[1] Univ Leeds, Dept Chem, Leeds LS2 9JT, W Yorkshire, England
来源：
SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 07期
基金：
英国工程与自然科学研究理事会;
关键词：
C-2-symmetry; 2,2 '-bipyridines; R-configuration; S-configuration; asymmetric synthesis;
D O I：
10.1081/SCC-120030305
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Condensation of 2,2'-bipyridinyl-6,6'-dicarboxaldehyde with 3-butylamino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol affords the chiral, substituted bipyridine, bis-6,6'-{(1R,2S,4R,6R,7R)-5-butyl-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0(2.6)]dec-4-yl)-2,2'-bipyridine. The same compound is also produced via nickel-catalyzed coupling of (1R,2S,4R,6R,7R)-5-butyl-4-(6-bromo-pyridin-2-yl)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2. 1.0(2.6)] decane.
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页码：1191 / 1197
页数：7
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