Stereocontrolled α-alkylation of oxime ether derived from terpene:: Efficient synthesis of new chiral γ- and δ-amino alcohols

被引:8
|
作者
Jennequin, Thomas [2 ]
Labat, Stephane [2 ]
Toupet, Loic [3 ]
Caille, Jean-Claude [1 ]
Mauduit, Marc [2 ]
机构
[1] Zambon ZI Croix Cadeau, F-49243 Avrille, France
[2] Ecole Natl Super Chim Rennes, Equipe Chim Org & Supramol, CNRS, UMR 6226, F-35700 Rennes, France
[3] CNRS, UMR 6626, Grp Matiere Condensee & Mat, F-35042 Rennes, France
关键词
oxime ether; (+)-nopinone; stereocontrolled alkylation; amino alcohols;
D O I
10.1055/s-2008-1078492
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alkylation of (+)-nopinone oxime ether with various electrophiles afforded the corresponding adduct with a total stereoselectivity. Further reduction of the oxime ether afforded an easily access to new chiral gamma-and delta-amino alcohols of high interest for catalysis and asymmetric synthesis.
引用
收藏
页码:1669 / 1672
页数:4
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