- An efficient procedure for the synthesis of formylacetic esters
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An efficient synthesis of formylacetic esters via ozonolysis of trans-β-hydromuconic esters followed by a solid-supported triphenylphosphine reduction has been developed. In addition, an extension toward formylacetic amides and a one-pot preparation of more stable intermediates which can be used for further transformations are also described.
- Edvinsson, Sofie,Johansson, Susanne,Larsson, Andreas
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p. 6819 - 6821
(2013/01/15)
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- On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet
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While developing new variations of the Prins cyclisation reaction, the effect of the choice of Lewis acid on the outcome of the reaction and the product(s) has been investigated, yielding hitherto unseen dihydropyran products in the Prins cyclisation reac
- Chio, Freda K.,Warne, Julie,Gough, Damien,Penny, Mark,Green, Sasa,Coles, Simon J.,Hursthouse, Mike B.,Jones, Peter,Hassall, Lorraine,McGuire, Thomas M.,Dobbs, Adrian P.
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supporting information; experimental part
p. 5107 - 5124
(2011/07/31)
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- A convenient synthesis of indole-substituted 2-pyrrolidones and their cyclized derivatives
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Condensation between indole, Meldrum's acid, and benzyloxycarbonylacetaldehyde or aminoacetaldehyde derivatives yielded trimolecular adducts 7a-c. The latter were cyclized to indole-substituted 2-pyrrolidones 15a-b or 3-aminopyrrolid-2-ones 18a-b, dependi
- Boisbrun, Michel,Jeannin, Laurent,Toupet, Loic,Laronze, Jean-Yves
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p. 3051 - 3057
(2007/10/03)
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- Process for the carbonylation of diolefins
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Conjugated diolefins (e.g., 1,3-butadiene) are carbonylated by the palladium-catalyzed addition of carbon monoxide and an alcohol of the formula ROH (e.g., benzyl alcohol) whereby polycarboxylic esters are formed in which the pair of double bonds of the conjugated diolefin has been transformed into a moiety having the formula: STR1 In the process, the olefin, carbon monoxide, and alcohol are reacted in the presence of a palladium(II) salt, a copper(II) salt, and a base, at certain concentrations and at a pressure and temperature sufficient to effect the carbonylation. The resulting unsaturated diester can be hydrolyzed and hydrogenated or vice versa to obtain the corresponding linear diacid (e.g., adipic acid).
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