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Asymmetric domino Michael–aldol reactions catalyzed by recyclable PEG supported chiral primary aminoalcohol and primary–secondary diamine catalysts in water

Paper ID Volume ID Publish Year Pages File Format Full-Text
50732 46811 2014 5 PDF Available
Title
Asymmetric domino Michael–aldol reactions catalyzed by recyclable PEG supported chiral primary aminoalcohol and primary–secondary diamine catalysts in water
Abstract

•PEG supported chiral aminoalcohol and chiral diamine were synthesized.•PEG supported catalysts catalyze asymmetric domino Michael-aldol reactions in water.•Excellent diastereoselectivities, enantioselectivities and yields were obtained.•Catalyst recycling was accompanied with little loss of chemical efficiency.

PEG supported chiral primary aminoalcohol and primary–secondary diamine have been synthesized and used to catalyze the asymmetric domino Michael–aldol reactions of benzyl benzoylacetate and α,β-unsaturated ketones in water to afford optically active cyclohexanones. Excellent diastereoselectivities, good to excellent enantioselectivities and good yields were obtained, and catalyst recycling was accompanied by almost intact diastereo- and enantioselectivity and some loss of the chemical efficiency.

Keywords
PEG; Supported; Aminoalcohol; Diamine; Michael–aldol reaction; Water
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Asymmetric domino Michael–aldol reactions catalyzed by recyclable PEG supported chiral primary aminoalcohol and primary–secondary diamine catalysts in water
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 53, 5 August 2014, Pages 72–76
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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