Diastereoselective synthesis of (5R,7R)- and (5R,7S)-5,7-dimethyl-6,7-dihydro-5H-dibenz[c,e]azepines

被引:0
|
作者
Saudan, LA [1 ]
Bernardinelli, G [1 ]
Kündig, EP [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
关键词
diastereoselective imine alkylation; chiral azepine; Stille biaryl coupling; palladium; enantioselective lithiation;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from (R)-1-(2-methoxyphenyl)ethylamine, the title compounds were synthesized, Key steps are a diastereoselective imine alkylation and a Pd-catalyzed biaryl coupling. The benzylic stereogenic centers of the (5R,7R)-azepine induce a strong bias for the atropisomeric conformer having aS axial chirality and pseudo equatorial Me groups.
引用
收藏
页码:483 / 486
页数:4
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