444083-20-9Relevant academic research and scientific papers
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
Reaction of two different α-allenols in a heterocyclization/cross- coupling sequence: Convenient access to functionalized buta-1,3-dienyl dihydrofurans
Alcaide, Benito,Almendros, Pedro,Martinez Del Campo, Teresa
, p. 4501 - 4504 (2007/10/03)
(Chemical Equation Presented) In a single step a highly functionalized buta-1,3-dienyl-substituted 2,5-dihydrofuran unit can be formed from two different α-allenol derivatives through a novel heterocyclization/cross- coupling sequence (see scheme). The re
Stereoselective synthesis of 1,2,3-trisubstituted 1,3-dienes through novel [3,3]-sigmatropic rearrangements in α-allenic methanesulfonates: Application to the preparation of fused tricyclic systems by tandem rearrangement/Diels-Alder reaction
Alcaide, Benito,Almendros, Pedro,Aragoncillo, Cristina,Redondo, Maria C.
, p. 98 - 106 (2007/10/03)
An unprecedented stereoselective and general synthesis of 1,2,3-trisubstituted 1,3-dienes from α-allenols just by treatment with a methanesulfonyl chloride/tertiary amine system has been developed. This transformation might be tentatively explained in terms of a migration of the methanesulfonyl group in the initially formed α-allenic methanesulfonate to give the corresponding mesyloxy-diene through a [3,3]-sigmatropic rearrangement. This reactivity pattern was incorporated into a domino process, allowing the development of a novel one-pot synthetic strategy for the preparation of fused tricycles from monocyclic allenols, masked functionalized dienes, when subjected to a domino allenol transposition/intramolecular Diels-Alder reaction process. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
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
Additions of allenyl/propargyl organometallic reagents to 4-oxoazetidine-2-carbaldehydes: Novel palladium-catalyzed domino reactions in allenynes
Alcaide, Benito,Almendros, Pedro,Aragoncillo, Cristina
, p. 1719 - 1729 (2007/10/03)
Metal-mediated carbonyl allenylation and propargylation of 4-oxoazetidine-2-carbaldehydes were investigated in aqueous environment. Different propargyl bromide and metal promoters showed varied regio- and stereoselectivities on product formation. In addit
