Enantioselective nucleophilic addition to N-(2-pyridylsulfonyl) imines by use of dynamically induced chirality
…, S Nakamura, M Hattori, S Ozeki, N Shibata, T Toru
Index: Sugimoto, Hideki; Nakamura, Shuichi; Hattori, Masataka; Ozeki, Sachiko; Shibata, Norio; Toru, Takeshi Tetrahedron Letters, 2005 , vol. 46, # 51 p. 8941 - 8944
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Citation Number: 29
Abstract
Enantioselective nucleophilic addition of Grignard reagents to N-(2-pyridylsulfonyl) imines in the presence of bis (oxazoline) afforded products with good enantioselectivity. Dynamically induced chirality on the sulfur by coordination of a chiral Lewis acid to a pyridyl nitrogen and one of the sulfonyl oxygens fixes the conformation of the complex and induces enantioselectivity. Since the 2-pyridylsulfonyl group can be easily removed after the ...
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