Tetrahedron

Structure–reactivity relationships of l-proline derived spirolactams and α-methyl prolinamide organocatalysts in the asymmetric Michael addition reaction of aldehydes …

F Kelleher, S Kelly, J Watts, V McKee

Index: Kelleher, Fintan; Kelly, Sinead; Watts, John; McKee, Vickie Tetrahedron, 2010 , vol. 66, # 19 p. 3525 - 3536

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Citation Number: 20

Abstract

l-Proline derived spirolactams and α-methyl prolinamides act as organocatalysts for the asymmetric conjugate addition of aldehydes to nitroolefins in excellent yields, with good diastereoselectivity and enantioselectivity. Furthermore, low catalyst loadings (5mol%) and a low aldehyde molar excess (1.5 Mequiv) were achieved.

~99%

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