Enantioselective allylation of aldehydes with allyltrichlorosilane promoted by new chiral dipyridylmethane N-oxides

被引:40
作者
Chelucci, Giorgio
Belmonte, Nicola
Benaglia, Maurizio
Pignataro, Luca
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy
关键词
chiral N-oxides; enantioselective organocatalysis; allylation; dipyridylmethane ligands; allyltrichlorosilanes;
D O I
10.1016/j.tetlet.2007.04.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New chiral dipyridine N-monoxides and N,N'-dioxides, which possess an isopropylidene backbone between two pyridine rings, have been prepared from naturally occurring monoterpenes. Their utility as organocatalysts has been demonstrated in the enantioselective addition of allyltrichlorosilane to aldehydes. Enantioselectivities up to 85% ee have been obtained. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4037 / 4041
页数:5
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