Title of article
Effect of amine structure and reaction additives on enantioselective deprotonations mediated by homochiral magnesium amide bases
Author/Authors
Anderson، نويسنده , , John D and Garc??a Garc??a، نويسنده , , Pilar and Hayes، نويسنده , , Douglas and Henderson، نويسنده , , Kenneth W and Kerr، نويسنده , , William J and Moir، نويسنده , , Jennifer H and Fondekar، نويسنده , , Kamalesh Pai، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
4
From page
7111
To page
7114
Abstract
A series of novel, optically pure, Mg-bisamides have been prepared and, in turn, used to mediate enantioselective deprotonations of conformationally locked ketones. The new bases exhibit a wide range of selectivities, from poor to excellent (up to 95:5 e.r.); trends between amine structure and the subsequent selectivity of the deprotonation system are detailed. In addition, the effects on the selectivity and the reactivity of the deprotonation process on replacing the Lewis base additive HMPA for DMPU have been investigated and found to be related to the reaction temperature.
Keywords
Additives , asymmetric synthesis , chiral amines , enantioselective deprotonation , Magnesium
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1647517
Link To Document