Conformationally interlocked amides: Remote asymmetric induction by mechanical transfer of stereochemical information

被引:64
作者
Clayden, J [1 ]
Pink, JH [1 ]
Yasin, SA [1 ]
机构
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
关键词
D O I
10.1016/S0040-4039(97)10443-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The axial conformation of an aromatic tertiary amide group may be powerfully influenced by an adjacent stereogenic centre. Because the amide axis can also control the formation of new chiral centres, the amide can act as a "relay centre" for the transmission of stereochemical information. Conformational interlocking of adjacent amide groups on an aromatic ring means that a pair of amide groups can be used in series to mediate asymmetric induction between remote stereogenic centres, for example those lying para across an aromatic ring. (C) 1997 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:105 / 108
页数:4
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