848005-38-9Relevant academic research and scientific papers
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 (2005)
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.
Platinum-catalyzed divergent reactivity of α-hydroxyallenes: Synthesis of dihydrofurans and α,β-unsaturated ketones
Alcaide, Benito,Almendros, Pedro,Fernandez, Israel,Campo, Teresa Martinez Del,Naranjo, Teresa
supporting information, p. 2681 - 2685 (2013/10/21)
α-Allenols were catalytically transformed into dihydrofurans in the presence of platinum dichloride. Notably, using platinum dichloride along with silver triflate as the catalytic system, α,β-unsaturated ketones were obtained. Therefore, the role of the s
Fascinating reactivity in gold catalysis: Synthesis of oxetenes through rare 4-exo-dig allene cyclization and infrequent β-hydride elimination
Alcaide, Benito,Almendros, Pedro,Del Campo, Teresa Martinez,Fernandez, Israel
supporting information; experimental part, p. 9054 - 9056 (2011/10/01)
A novel reactivity in gold catalysis, namely the unusual preference for the 4-exo-dig cyclization in allene chemistry as well as the rare β-hydride elimination reaction, was uncovered starting from readily available allenols.
