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Synthesis 2008(13): 2100-2104  
DOI: 10.1055/s-2008-1067109
PAPER
© Georg Thieme Verlag Stuttgart · New York

Vanadium-Salan Catalyzed Enantioselective Ring Opening of meso-Epoxides with Aromatic Amines

Jiangtao Sun*a,b, Zhenya Daia,c, Minghua Yanga, Xu Pana, Chengjian Zhu*a,d
a School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. of China
Fax: +86(21)51903505; e-Mail: jtsun@sundia.com;
b Department of Chemistry, Sundia Meditech (Shanghai) Co, Ltd, Shanghai 201203, P. R. of China
c School of Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. of China
d State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032, P. R. of China
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Publikationsverlauf

Received 25 March 2008
Publikationsdatum:
21. Mai 2008 (online)

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Abstract

The first example of enantioselective ring-opening of meso-epoxides catalyzed by chiral oxovanadium(V)-salan complexes is reported. The reaction furnished 1,2-aminoalcohols in good yields and moderate to high enantioselectivities (up to 87%).

Key words

amine - asymmetric catalysis - epoxides - ring-opening - vanadium