107983-40-4Relevant articles and documents
Scalable synthesis of enantiomerically pure syn -2,3-dihydroxybutyrate by sharpless asymmetric dihydroxylation of p -phenylbenzyl crotonate
Smaltz, Daniel J.,Myers, Andrew G.
experimental part, p. 8554 - 8559 (2011/12/03)
An efficient four-step synthetic route to the useful chiral building block (2R,3S)-dihydroxybutyric acid acetonide in >95% ee is detailed. The sequence is readily scaled, requires no chromatography, and allows for efficient recycling of p-phenylbenzyl alcohol, an expedient for enantio- and diastereoenrichment by recrystallization.
ENZYMATIC ENANTIOSELECTIVE HYDROLYSIS OF 2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXYLIC ESTERS
Pottie, M.,Eycken, J. Van der,Vandewalle, M.,Dewanckele, J. M.,Roeper, H.
, p. 5319 - 5322 (2007/10/02)
2,2-dimethyl-1,3-dioxolane-4-carboxylic acid derived chiral building blocks were prepared from substituted α,β-unsaturated acids with high enantiomeric purities by enzymatic hydrolysis of their n.butyl esters.
Asymmetric Dihydroxylations of β-Substituted N-(α,β-Enolyl)bornane-10,2-sultams
Oppolzer, Wolfgang,Barras, Jean-Pierre
, p. 1666 - 1675 (2007/10/02)
Pure (E)- or (Z)-enoylsultams 2 were oxidized with OsO4/N-methylmorpholine N-oxide in a stereospecific and highly ?-face selective manner.Acetalization of the resulting 1,2-diols furnished, after purification, the stable, crystalline acetals 6 in >99percent d.e. and in 63-74percent overall yield from 2.Reductive or hydrolytic cleavage of 6 gave enantiometrically pure alcohols 8 or carboxylic acids 9 with recovery of the sultam auxiliary 1.
Chain Elongation of Carbohydrates: Synthesis of Pyrazoles from Optically Active Carboxylic Acids
Klein, Ulrich,Mohrs, Klaus,Wild, Hanno,Steglich, Wolfgang
, p. 485 - 490 (2007/10/02)
By chain elongation via the C-phenylglycine method optically active carboxylic acids may be converted into 3-substituted pyrazoles in few steps with good chemical yields.Starting with peracetylated glyconic acids this technique permits an easy access to u
SYNTHESIS OF (-)-DIHYDROMAHUBANOLIDE B AND (-)-ISODIHYDROMAHUBANOLIDE B
Tanaka, Akira,Yamashita, Kyohei
, p. 319 - 322 (2007/10/02)
The total synthesis of (-)-dihydromahubanolide B and (-)-isodihydromahubanolide B isolated from the Amazonian Lauraceae Licaria mahuba (Samp.) Kosterm was achieved starting from (-)-methyl 5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylate which was readily available from L-(+)-tartaric acid.