64841-44-7Relevant articles and documents
The first total synthesis of (±)-4-methoxydecanoic acid: a novel antifungal fatty acid
Carballeira, Néstor M.,Miranda, Carlos,Parang, Keykavous
, p. 5699 - 5700 (2009)
The hitherto unknown (±)-4-methoxydecanoic acid was synthesized in six steps and in 25% overall yield starting from commercially available 4-penten-1-ol. The title compound demonstrated 17-fold higher antifungal activity (MIC = 1.5 mM) against Candida albicans ATCC 60193 and Cryptococcus neoformans ATCC 66031 when compared to unsubstituted n-decanoic acid. Our results demonstrate that mid-chain methoxylation appears to be a viable strategy for increasing the fungitoxicity of fatty acids.
Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: Reactivity and mechanistic studies
Beniazza, Redouane,Abadie, Baptiste,Remisse, Lionel,Jardel, Damien,Lastécouères, Dominique,Vincent, Jean-Marc
supporting information, p. 12708 - 12711 (2017/12/02)
Cross dehydrogenative couplings on ethers occur very effectively using N-fluorobis(phenyl)sulfonimide (NFSI) as oxidizing agent under UVA irradiation in the presence of 2 mol% benzophenone. The reaction was shown to proceed first by fast radical fluorination of the α-C-H bond of ethers, followed by HF elimination to yield the highly electrophilic oxocarbenium ion as a key intermediate.
Stereoselective Synthesis of (10 S,12 S)-10-Hydroxy-12-methyl-1-oxacyclododecane-2,5-dione via Prins Cyclization
Yadav,Thrimurtulu,Venkatesh,Rao, K. V. Raghavendra,Prasad,Reddy, B. V. Subba
experimental part, p. 73 - 78 (2010/04/26)
The total synthesis of (10S,12S)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione is described proving the versatility of the Prins cyclization in natural products synthesis. The approach is convergent and highly stereoselective. Prins cyclization, ester
