Michael, Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives

Michael, Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives

Consecutive coupling reactions of butane-2,3-diacetal protected glycolic acid derivatives with Michael acceptors and aldehydes are reported. An enantiopure sample of this building block was used to kinetically resolve a chiral Michael acceptor present as a racemic mixture of enantiomers.

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Veröffentlicht in:Organic & biomolecular chemistry 2005-11, Vol.3 (22), p.4095-4107
Hauptverfasser: Ley, Steven V, Dixon, Darren J, Guy, Richard T, Rodríguez, Félix, Sheppard, Tom D
Format: Artikel
Sprache:eng
Schlagworte:
Acetals - chemistry
Aldehydes - chemistry
Butanes - chemistry
Glycolates - chemistry
Heterocyclic Compounds, 1-Ring - chemistry
Hydrogen - chemistry
Isomerism
Kinetics
Methyl Ethers - chemistry
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Zusammenfassung:Consecutive coupling reactions of butane-2,3-diacetal protected glycolic acid derivatives with Michael acceptors and aldehydes are reported. An enantiopure sample of this building block was used to kinetically resolve a chiral Michael acceptor present as a racemic mixture of enantiomers.
ISSN:1477-0520
1477-0539
DOI:10.1039/b512410g