Kamal N. Singh, Paramjit Singh, Amarjit Kaur
Apr 12, 2013
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Influential Citations
48
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Synthesis
Abstract
(2 S )-2-[(Phenylsulfinyl)methyl]pyrrolidine, derived from l -proline, has been demonstrated as an efficient organocatalyst for the asymmetric Michael addition of cyclohexanone and cyclopentanone to β-nitrostyrenes. This pyrrolidine-based catalyst bearing a sulfoxide moiety was used to synthesize various γ-nitro carbonyl compounds in high yield (up to 97%) with excellent stereoselectivity (up to >99:1 dr and >99% ee) without the use of any additive.