Intramolecular chiral relay at stereogenic nitrogen:: oxazolidine catalysts derived from Ephedra alkaloids

被引:2
|
作者
II, Raleigh W. Parrott [1 ]
Hitchcock, Shawn R. [1 ]
机构
[1] Illinois State Univ, Dept Chem, Normal, IL 61790 USA
关键词
ENANTIOSELECTIVE DIETHYLZINC ADDITION; ASYMMETRIC-SYNTHESIS; AMINO-ALCOHOLS; LIGANDS; ALDEHYDES; EPOXIDATION; PROLINE;
D O I
10.1016/j.tetasy.2006.12.029
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of oxazolidines have been prepared by reaction of either (1R,2S)-ephedrine or (1S,2S)-pseudoephedrine with salicylaldehyde derivatives. The resultant oxazolidines were used as catalytic ligands in the addition of diethylzinc to a variety of aromatic and aliphatic aldehydes. It was determined that the (1R,2S)-ephedrine based oxazolidine derivative 9 gave the highest enantioselectivities. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:377 / 382
页数:6
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