482580-68-7Relevant academic research and scientific papers
Synthesis of new acyclic nucleoside vinyl phosphonates
Esposito, Annamaria,Taddei, Maurizio
, p. 985 - 986 (1999)
Chiral vinyl phosphonates, homomorphous with natural nucleotides, have been prepared starting from (S)-malic acid as potential monomers for the synthesis of acyclic polynucleotides.
Concerning Tishchenko-like side products in oxidation of hydroxymethyl to formyl groups
Guo, Zhiwei,Padmakumar, Raghavakaimal,Hollingsworth, Rawle I.,Radhakrishnan,Nandakumar,Fraser-Reid, Bert
, p. 1067 - 1069 (2003)
Oxidation of a hydroxymethyl group to an aldehyde sometimes gives a dimeric ester reminiscent of a Tishchenko aldehyde-ester disproportionation. This process has been observed only with Cr(VI)/pyridine based reagents, and can be avoided most notably by us
Stereoselective Total Syntheses of Polyacetylene Plant Metabolites via Ester-Tethered Ring Closing Metathesis
Schmidt, Bernd,Aud?rsch, Stephan
, p. 1743 - 1760 (2017/02/10)
Total syntheses of five naturally occurring polyacetylenes from three different plants are described. These natural products have in common an E,Z-configured conjugated diene linked to a di- or triyne chain. As the key method to stereoselectively establis
Total synthesis of the proposed structures of eushearilide
Yamauchi, Takayasu,Takidaira, Jun-Ichi,Okamoto, Kenya,Sugiura, Takaya,Horikoshi, Hiroki,Kudo, Shintaro,Sasaki, Shigeru,Mizushima, Noriko,Higashiyama, Kimio
, p. 1175 - 1189 (2014/01/17)
Total synthesis of (3R,16Z,20E,23S)- and (3R,16Z,20E,23R)-eushearilide was accomplished in 15 steps, respectively. Using either enantiomer of one of the four building blocks to assemble the phosphonium salt for the latter Wittig reaction, two diastereomers of eushearilide were prepared. Shiina macrolactonization (2-methyl-6-nitrobenzoic anhydride) was a key step in production of the 24-membered lactone in high yield.
Efficient synthesis of the C1-C13 fragment of bistramide A
Tomas, Loic,Bechet, Thibault,Jeanneau, Erwann,Gueyrard, David,Goekjian, Peter G.
scheme or table, p. 215 - 218 (2012/03/26)
Herein we report an efficient synthesis of the C1-C13 fragment of bistramide A from (S)-1,2,4-butanetriol and Roche ester in 14 steps and 13% overall yield. Georg Thieme Verlag Stuttgart - New York.
Enantioselective Total Synthesis of (+)-Azimine and (+)-Carpaine
Sato, Taro,Aoyagi, Sakae,Kibayashi, Chihiro
, p. 3839 - 3842 (2007/10/03)
(Matrix presented) The enantioselective total syntheses of (+)-azimine and (+)-carpaine have been developed, starting with (S)-1,2,4-butanetriol as a single source of chirality. The key common feature in these syntheses involves stereoselective intramolecular hetero-Diels-Alder reaction of an acylnitroso compound. The critical macrocyclic dilactonization of the N-Cbz derivatives of azimic acid and carpamic acid was efficiently achieved by using the Yamguchi macrocyclization conditions.
