191109-68-9Relevant academic research and scientific papers
Characterization and synthesis of (-)-7-methoxydodec-4(E)-enoic acid, a novel fatty acid isolated from Lyngbya majuscula
Mesguiche, Veronique,Valls, Robert,Piovetti, Louis,Peiffer, Gilbert
, p. 7473 - 7476 (1999)
The isolation and characterization of (-)-7-methoxydodec-4(E)-enoic acid, a novel fatty acid isolated from the marine Cyanophyte Lyngbya majuscula collected off the French Mediterranean coast are described. The synthesis of this acid and three of its isomers is reported.
Enantioselective redox-neutral Rh-catalyzed coupling of terminal alkynes with carboxylic acids toward branched allylic esters
Koschker, Philipp,K?hny, Matthias,Breit, Bernhard
supporting information, p. 3131 - 3137 (2015/05/20)
We report on the first enantioselective variant of the atom-economic and redox-neutral coupling of carboxylic acids with terminal alkynes under rhodium catalysis utilizing the chiral, bidentate (R,R)-Cp-DIOP ligand. This represents the first example of this convenient asymmetric access to valuable branched allylic esters. The utility of this methodology is demonstrated by both a reaction performed on large scale and a short three-step synthesis of two naturally occurring γ-butyrolactones. A stereochemical model explaining the observed absolute configuration of the products based on DFT calculations is given.
Redox-neutral atom-economic rhodium-catalyzed coupling of terminal alkynes with carboxylic acids toward branched allylic esters
Lumbroso, Alexandre,Koschker, Philipp,Vautravers, Nicolas R.,Breit, Bernhard
supporting information; experimental part, p. 2386 - 2389 (2011/05/04)
A new method for the preparation of a wide range of branched allylic esters from terminal alkynes that proceeds via a redox-neutral propargylic CH activation employing a rhodium(I)/DPEphos catalyst is reported.
Enantioselective oxidation of olefins catalyzed by chiral copper bis(oxazolinyl)pyridine complexes: A reassessment
Ginotra, Sandeep K.,Singh, Vinod K.
, p. 3573 - 3581 (2007/10/03)
Copper complexes of chiral tridentate pybox ligands synthesized using a modified procedure have been studied as catalysts for the enantioselective allylic oxidation of olefins. A variety of olefins have been used in this reaction. Using 5 mol% of a Cu(II)
The Asymmetric Kharasch Reaction. Catalytic Enantioselective Allylic Acyloxylation of Olefins with Chiral Copper(I) Complexes and tert-Butyl Perbenzoate
Andrus, Merritt B.,Argade, Ankush B.,Chen, Xi,Pamment, Michael G.
, p. 2945 - 2948 (2007/10/02)
Olefins were treated with tert-butyl perbenzoate in the presence of chiral copper(I) triflate bisoxazoline complexes to give non-racemic allyl benzoates as products.The yields range from 34 to 62percent and the enantiometric excess from 30 to 81percent.A
