342893-41-8Relevant academic research and scientific papers
Tunable acid-sensitive ester protecting groups in oligosaccharide synthesis
Li, Yao,Liu, Xinyu
supporting information, p. 3155 - 3158 (2014/03/21)
A series of acid-cleavable ester-type protecting groups, with acid-sensitivity profiles parallel to those of 2-naphthylmethyl (NAP) or p-methoxybenzyl (PMB) ether, were designed and TFA in toluene was identified as a technically simple and effective deblocking cocktail for their global removal in the context of oligosaccharide synthesis. The Royal Society of Chemistry 2014.
Asymmetric synthesis of C11-C23 fragment of Pladienolide B
Khatun, Sanjida,Mainkar, Prathama Satyendra,Chandrasekhar, Srivari
, p. 717 - 722 (2014/07/07)
Synthesis of C11-C23 fragment of an antitumor natural product, Pladienolide B, in gram-scale, is described. The key steps involved in this synthesis are Julia-Kocienski olefination, opening of epoxide with TBSOTf to form the corresponding - OTBS protected
The use of COP-OAc in the catalyst-controlled syntheses of 1,3-polyols
Kirsch, Stefan F.,Klahn, Philipp,Menz, Helge
supporting information; experimental part, p. 3592 - 3603 (2011/12/21)
An iterative strategy to the 1,3-polyol motif is described. The use of the catalytic asymmetric Overman esterification for the construction of all stereogenic centers is broadly examined as are the sequences to extend the developing polyol chain. The iterative strategies are applied to the total syntheses of rugulactone and polyrhacitides A and B. 1 Introduction 2 Results and Discussion 2.1 Chain Elongation via RCM (Cycle A) 2.2 Total Synthesis of Rugulactone 2.3 Chain Elongation via Ando Olefination (Cycle B) and Total Syntheses of Polyrhacitides A and B 2.4 Useful Variants 3 Conclusions. Georg Thieme Verlag Stuttgart. New York.
Total synthesis of (±)-trachyspic acid and determination of the relative configuration
Hirai, Kanako,Ooi, Hidenori,Esumi, Tomoyuki,Iwabuchi, Yoshiharu,Hatakeyama, Susumi
, p. 857 - 859 (2007/10/03)
The first total synthesis of (±)-trachyspic acid, a tumor cell heparanase inhibitor, was accomplished based on Cr(II)/Ni(II)-mediated reaction of the aldehyde containing the citric acid moiety and the long-chain triflate, and the relative configuration of
Enzymatic asymmetric hydroxylation of unnatural substrates with soybean lipoxygenase
Yadav,Nanda,Rao
, p. 2129 - 2135 (2007/10/03)
Surrogate substrates mimicking the natural substrate (linoleic acid) bearing a spacing prosthetic group with a non-ionic hydroxyl terminus undergo asymmetric hydroxylation with soybean lipoxygenase. The prosthetic modifier supplies the missing structural features needed for enzymatic recognition and controls the regiochemical outcome of the reaction by its high hydrophobic content. The effect of pH on the regiochemistry clearly shows that all the substrates can arrange themselves at the active site of soybean lipoxygenase in only one orientation leading to formation of hydroperoxides by oxygenation at the ω-6 carbon.
Soybean lipoxygenase and horseradish peroxidase catalysed asymmetric oxidation-reduction sequence for the synthesis of chiral (Z,E) diene-diols
Yadav,Nanda,Bhaskar Rao
, p. 787 - 788 (2007/10/03)
Unnatural synthetic substrates with a properly spaced prosthetic modifier having non-ionic hydroxy terminus undergoes soybean lipoxygenase catalysed asymmetric peroxidation followed by horseradish peroxidase induced reduction affords (Z, E)-dienediol in high enantiomeric excess.
