Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

Lu Liu; Deyan Wu; Xiangmin Li; Sinan Wang; Hao Li; Jian Li; Wei Wang

doi:10.1039/c2cc17067a

Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

Lu Liu, Deyan Wu, Xiangmin Li, Sinan Wang, Hao Li, Jian Li, Wei Wang

Research output: Contribution to journal › Article › peer-review

53 Scopus citations

Abstract

An enantioselective Michael addition of ketones to alkylidenemalononitriles catalyzed by chiral primary amine I with (R)-5c as a co-catalyst in good yields (>90%) and with good enantioselectivities (85–96% ee) has been developed. The strategy has also been extended to a three-component version through a domino Knoevenagel/Michael sequence with similar or better outcomes.

Original language	English (US)
Pages (from-to)	1692-1694
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	11
DOIs	https://doi.org/10.1039/c2cc17067a
State	Published - Jan 17 2012
Externally published	Yes

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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T1 - Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

AU - Liu, Lu

AU - Wu, Deyan

AU - Li, Xiangmin

AU - Wang, Sinan

AU - Li, Hao

AU - Li, Jian

AU - Wang, Wei

PY - 2012/1/17

Y1 - 2012/1/17

N2 - An enantioselective Michael addition of ketones to alkylidenemalononitriles catalyzed by chiral primary amine I with (R)-5c as a co-catalyst in good yields (>90%) and with good enantioselectivities (85–96% ee) has been developed. The strategy has also been extended to a three-component version through a domino Knoevenagel/Michael sequence with similar or better outcomes.

AB - An enantioselective Michael addition of ketones to alkylidenemalononitriles catalyzed by chiral primary amine I with (R)-5c as a co-catalyst in good yields (>90%) and with good enantioselectivities (85–96% ee) has been developed. The strategy has also been extended to a three-component version through a domino Knoevenagel/Michael sequence with similar or better outcomes.

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JO - Chemical Communications

JF - Chemical Communications

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Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

Abstract

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