26638-97-1Relevant academic research and scientific papers
Regioselective cyclization of alpha,omega-alkynoic acids catalysed by TpRu complexes: synthesis of endocyclic enol lactones [Tp = hydrotris(pyrazolyl)borate].
Jimenez-Tenorio,Puerta,Valerga,Moreno-Dorado,Guerra,Massanet
, p. 2324 - 2325 (2001)
The sigma-enynyl complex [TpRu(C(Ph)=C(Ph)C identical to CPh)(P-MeiPr2)] efficiently catalyses the regioselective cyclization of alpha,omega-alkynoic acids to yield endocyclic enol lactones having ring size up to 12 atoms.
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.
Catalytic application of a Ru-alkylidene in the nucleophilic addition of several carboxylic acids on terminal alkynes and the homo-coupling of 1-alkynes
Melis, Karen,De Vos, Dirk,Jacobs, Pierre,Verpoort, Francis
, p. 131 - 136 (2015/03/04)
Thermal treatment of Ru-alkylidene (4) bearing a triazol-5-ylidene (NHC) ligand (2) at 110 °C and addition of a terminal alkyne generates a ruthenium vinylidene. The thermolysed Ru-alkylidene catalyses the vinylation and dimerisation of 1-alkynes. The nucleophilic addition of acetic acid on terminal alkynes proceeds smoothly and regioselective towards the Markovnikov addition. The addition reaction can be tuned by changing the acidity of the carboxylic acid. At increasing acidity, higher conversion of the triple bond is obtained and the vinylation/dimerisation ratio increases. The direct coupling between two 1-alkynes shows a reactivity order, which decreases from 1-octyne>1,7-octadiyne>phenylacetylene>3,3 dimethyl-1-butyne. The regioselectivity is strongly dependent on the nature of the terminal alkyne.
Selective dimerisation and addition of carboxylic acids to terminal alkynes, catalysed by thermolysed Grubbs' catalyst: A novel synthesis of enynes and vinyl esters
Melis, Karen,Opstal, Tom,Verpoort, Francis
, p. 3779 - 3784 (2007/10/03)
The transformation of triple bonds of terminal alkynes was carried out at 110 °C in the presence of the thermolysed RuII-alkylidene [Cl2(PCy3)2Ru=CHPh]. The transformation of phenylacetylene is strongly pKa-dependent, the preference switching from vinylation to dimerisation at increasing pKa values. Aliphatic alkynes only give rise to vinylation adducts, with a regioselectivity for Markovnikov addition. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
Process for preparing unsaturated six-membered lactones
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, (2008/06/13)
There are disclosed and claimed substituted cyclic lactones and process for preparation thereof. In particular, there are disclosed substituted cyclic lactones having alkyl substituents on the ring, especially such lactones having substituents on the ring of which two on the same carbon atom. Additionally, the invention herein disclosed and claimed relates to a process for the preparation of lactones by heating a six-membered hydroxy substituted lactone in the presence of a catalyst.
Substituted lactones and processes for their preparation
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, (2008/06/13)
There are disclosed substituted lactones of the formula STR1 wherein A stands for --CH--CH2 X (X being Cl, Br or OH), --CHY--CHY-- (Y being Cl or Br), or STR2 and R1, R2 and R3 are the same or different radicals from the group of hydrogen and C1 to C10 alkyls, at least one of the radicals R1, R2 and R3 being such an alkyl radical, and process for making the same.
