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Enantioselective Michael addition reactions of malononitrile catalyzed by chiral Lewis acid and achiral amine catalysts

✍ Scribed by Kennosuke Itoh; Yoji Oderaotoshi; Shuji Kanemasa

Book ID: 104359695
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 207 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00084-3

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✦ Synopsis

Reactions of malononitrile with 3-(2-alkenoyl)-2-oxazolidinones or 1-(2-alkenoyl)-4-bromo-3,5-dimethylpyrazoles can be doubly activated by the use of catalytic amounts (10 mol% each) of both (R,R)-DBFOX/Ph•Ni(ClO 4 ) 2 •3H 2 O and amines, to give the Michael adducts in high chemical yields with satisfactory enantioselectivities.

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