57205-07-9Relevant academic research and scientific papers
Broadening the scope of Baeyer-Villiger monooxygenase activities toward α,β-unsaturated ketones: A promising route to chiral enol-lactones and ene-lactones
Reignier,De Berardinis,Petit,Mariage,Hamze,Duquesne,Alphand
supporting information, p. 7793 - 7796 (2014/07/08)
Three regiodivergent Baeyer-Villiger mono-oxygenases (enantioselectively) oxidized a series of cyclic α,β-unsaturated ketones into (chiral) either enol-lactones or ene-lactones. An easy-to-use and efficient biocatalytic process based on a host-microorganism deprived of unwanted activities (knock-out mutant) was developed to enable the exclusive synthesis of unsaturated lactones. This journal is the Partner Organisations 2014.
Cycloadditions of highly functionalized C6-synthons to cyclic nitrones
Closa, Montserrat,De March, Pedro,Figueredo, Marta,Font, Josep,Soria, Angeles
, p. 16803 - 16816 (2007/10/03)
The 1,3-dipolar cycloaddition of cyclic nitrones to several C6 α,β- unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with γ-substituted hexenolides and also with the substituted nitrone 21.
Controlling the Outcome of a Carbocation-initiated Cyclisation
Chow, Hak-Fun,Fleming, Ian
, p. 1815 - 1819 (2007/10/02)
The Z- and E-vinylsilanes, 6,6-dimethoxy-2-methyl-1-trimethylsilylhex-1-ene (6), gave only 3-methoxy-1-methylcyclohexene (7) on treatment with zinc bromide, and the allylsilane, 6,6-dimethoxy-2-methyl-3-trimethylsilylhex-1-ene (8), gave only 5-methoxy-1-methylcyclohexene (9) on treatment with tin(IV) chloride.Taken together with an earlier result, these results show that the silyl group completely controls the outcome of this carbocationic cyclisation.The syntheses of the two starting materials, (6) and (8), illustrate the usefulness of the silyl-cuprate reagent in the costruction of specific vinyl- and allyl-silanes.
