59995-48-1Relevant articles and documents
Terrein, an optically active prostaglandin synthon of fungal origin. II. Chemical conversion to 4(R)-acetoxy-2-cyclopentenone
Mitscher,Clark III,Hudson
, p. 2553 - 2556 (1978)
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Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
Trost, Barry M.,Masters, James T.,Lumb, Jean-Philip,Fateen, Dahlia
, p. 1354 - 1360 (2014/03/21)
The palladium-catalyzed oxidative desymmetrization of meso-dibenzoates yields γ-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building blocks and elaborated cycloalkanone derivatives. The ability to prepare both enantiomers of the oxidative desymmetrization products enables a unified strategy toward stereochemically diverse epoxyquinoid natural products.
Enantioselective synthesis of 4-heterosubstituted cyclopentenones
Ulbrich, Kathrin,Kreitmeier, Peter,Vilaivan, Tirayut,Reiser, Oliver
, p. 4202 - 4206 (2013/06/04)
Racemic 4-hydroxycyclopentenone, readily derived from furfuryl alcohol, can be transformed via its O-Boc derivative to 4-acyloxy, 4-aryloxy-, 4-amino-, or 4-thio-substituted cyclopentenones with high enantioselectivity by palladium-catalyzed kinetic resolution via nucleophilic allylic substitutions. Applying this methodology, a short formal synthesis of ent-noraristeromycin was readily accomplished.
