A simple and highly efficient procedure for construction of quaternary carbons centers by tributylphosphine catalyzed bis-Michael addition

A simple and highly efficient procedure for construction of quaternary carbons centers by tributylphosphine catalyzed bis-Michael addition

The tributylphosphine-catalyzed bis-Michael addition reaction of various kinds of α,β-unsaturated carbonyl compounds with active methylenes is described. This is a convenient and rapid method for generating quaternary carbons centers and useful procedure for the synthesis of branched core and highly...

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Veröffentlicht in:Tetrahedron 2014-01, Vol.70 (2), p.176-180
Hauptverfasser: Xu, Da-Zhen, Zhan, Ming-Zhe, Huang, You
Format: Artikel
Sprache:eng
Schlagworte:
Bis-adducts
Branched
Carbon
Carbonyl compounds
Catalysis
Construction
Cyclohexanone
Michael addition
Michael reaction
Quaternary carbons
Synthesis
Tetrahedrons
Tributylphosphine
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Zusammenfassung:The tributylphosphine-catalyzed bis-Michael addition reaction of various kinds of α,β-unsaturated carbonyl compounds with active methylenes is described. This is a convenient and rapid method for generating quaternary carbons centers and useful procedure for the synthesis of branched core and highly substituted trans cyclohexanones. All the reactions were completed in 60 min and afford the corresponding products in excellent yields. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.11.103