276244-14-5Relevant academic research and scientific papers
Direct allenol-based stereocontrolled access to substituted (E)-1,3-enynes
Alcaide, Benito,Almendros, Pedro,Martínez Del Campo, Teresa
, p. 7603 - 7609 (2012/10/29)
A stereoselective synthesis of 1-substituted (E)-2-aryl-but-1-en-3-ynes, including tetrasubstituted alkenes, has been developed from aryl-substituted α-allenols by treatment with the AcCl-NaOH (aqueous) system. This transformation might be explained throu
Divergent reactivity of 2-azetidinone-tethered allenols with electrophilic reagents: Controlled ring expansion versus spirocyclization
Alcaide, Benito,Almendros, Pedro,Luna, Amparo,Torres, M. Rosario
supporting information; experimental part, p. 621 - 626 (2010/07/06)
A dual reactivity of 2-azetidinone-tethered allenols may occur by judicious choice of the electrophilic reagents, namely halogenating versus selenating reagents. Using common substrates, structurally different compounds, namely tetramic acids (from N-bromosuccinimide) or spirocyclic seleno-ss-lactams (from N-phenylselenophthalimide), can be readily synthesized by these divergent protocols.
New regiocontrolled synthesis of functionalized pyrroles from 2-azetidinone-tethered allenols
Alcaide, Benito,Almendros, Pedro,Carrascosa, Rocio,Redondo, Maria C.
, p. 637 - 643 (2008/12/21)
A new one-pot approach to synthesize densely substituted racemic and enantiopure pyrroles from β-lactams has been developed. The approach relies on the regiocontrolled cyclization of β-allenamine intermediates derived from the ring opening of 2-azetidinon
Diversity-oriented preparation of enantiopure spirocyclic 2-azetidinones from α-oxo-β-lactams through barbier-type reactions followed by metal-catalyzed cyclizations
Alcaide, Benito,Almendros, Pedro,Del Campo, Teresa Martinez,Rodriguez-Acebes, Raquel
, p. 749 - 758 (2008/02/10)
Novel, simple, and convenient strategies to diversely functionalized spirocyclic β-lactams have been developed by using different metal-mediated carbonyl addition/cyclization reaction sequences. Spirocyclization precursors, 2-azetidinone-tethered homoally
Domino metal-free allene-β-lactam-based access to functionalized pyrroles
Alcaide, Benito,Almendros, Pedro,Redondo, María C.
, p. 2616 - 2618 (2008/03/31)
A novel transition metal-free domino reaction sequence in allene-β-lactams, leading to the biologically relevant pyrrole frame has been developed using a sodium methoxide-methanol system. The Royal Society of Chemistry 2006.
Metal-assisted synthesis of enantiopure spirocyclic β-lactams from azetidine-2,3-diones
Alcaide, Benito,Almendros, Pedro,Martínez-Del Campo, Teresa,Rodríguez-Acebes, Raquel
, p. 6429 - 6431 (2007/10/03)
A novel approach to enantiopure spirocyclic β-lactams has been developed by using different intramolecular metal-catalyzed cyclization reactions in monocyclic unsaturated alcohols. A novel approach to enantiopure spirocyclic β-lactams has been developed b
New aspects of the indium chemistry of carbonyl-β-lactams
Alcaide, Benito,Almendros, Pedro,Aragoncillo, Cristina,Rodri?guez-Acebes, Raquel
, p. 1163 - 1170 (2007/10/03)
Reactions of racemic as well as optically pure carbonyl-β-lactams with stabilized organo-indium reagents were investigated in aqueous media. The regio- and stereochemistry of the processes were generally good, offering a convenient asymmetric entry to den
Metal-promoted allylation, propargylation, or allenylation of azetidine-2,3-diones in aqueous and anhydrous media. Application to the asymmetric synthesis of densely functionalized 3-substituted 3-hydroxy-β-lactams
Alcaide,Almendros,Aragoncillo,Rodriguez-Acebes
, p. 5208 - 5216 (2007/10/03)
Metal-mediated carbonyl allylation, allenylation, and propargylation of optically pure azetidine-2,3-diones were investigated in both anhydrous and aqueous environments. Different metals promoters showed varied regioselectivities on product formation duri
Regio- and stereocontrolled metal-mediated carbonyl propargylation or allenylation of enantiomerically pure azetidine-2,3-diones: Synthesis of highly functionalized 3-substituted 3-hydroxy-β-lactams
Alcaide, Benito,Almendros, Pedro,Aragoncillo, Cristina
, p. 1411 - 1414 (2007/10/03)
(Matrix presented) Regio-and stereocontrolled metal-mediated Barbier-type reactions of azetidine-2,3-diones with differently substituted propargyl bromides offer an efficient asymmetric entry to densely functionalized 3-propargyl-(or allenyl-) substituted
