Journal
SYNTHESIS-STUTTGART
Volume -, Issue 4, Pages 567-572Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1217146
Keywords
organocatalysis; cascade reaction; Michael addition; aldol condensation; cyclohexene carbaldehydes
Categories
Funding
- Deutsche Forschungsgemeinschaft
- Fonds der Chemischen Industrie
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A microwave-assisted, organocatalytic domino Michael/Henry condensation/Michael/aldol condensation reaction has been developed. Employing acetaldehyde and nitroalkenes as substrates, this quadruple cascade allows an efficient asymmetric synthesis of trisubstituted cyclohexene carbaldehydes in moderate to good yields (25-45%) and high enantioselectivities (ee = 89 to > 99%). ESI-MS measurements were carried out to support the proposed complex catalytic cycle.
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