期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2011, 期 34, 页码 6923-6932出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100923
关键词
Organocatalysis; Allylation; Heterocycles; Aldehydes; Lewis bases; Tetrahydroisoquinoline
资金
- SA/Swedish Research Links Programme grant
The short synthesis of a series of novel chiral N-oxideorganocatalysts and their evaluation in the asymmetric allylation reaction of aromatic and a-beta-unsaturated aldehydes with allyltrichlorosilane is reported. These readily modifiable organocatalysts are the first of their kind based on the tetrahydroisoquinoline framework. The chiral homoallyl products were obtained with good chemical efficiency (up to 93% yield) and high enantioselectivity (up to 91%ee) under mild reaction conditions (23 degrees C).
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