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Synfacts 2007(10): 1097-1097  
DOI: 10.1055/s-2007-969003
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Oxazoline-Thiourea: A New Bifunctional Organocatalyst

Contributor(s): Benjamin List, Subhas Chandra Pan
Y.-W. Chang, J.-J. Yang, J.-N. Dang, Y.-X. Xue
Hezuo Minorities Teachers’ College and Yizheng Chemical Fiber Co., Ltd., Yangzhou, P. R. of China
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Publication History

Publication Date:
07 November 2007 (online)

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Significance

The authors have introduced a new class of bifunctional oxazoline-thiourea catalysts for the asymmetric aza-Henry reaction of nitro­methane and N-Boc aryl imines. With 10 mol% of catalyst 1, good to high yields (68-94%) and high enantioselectivities (er = 87:13 to 95:5) have been obtained for different N-Boc aryl imines. Other nuclephiles such as 1-nitropropane and nitro­ethane have also been used and high enantio­selectivities (er = 95:5) have been obtained.