108788-48-3Relevant academic research and scientific papers
Ethoxycarbonylmethylenetriphenylphosphorane in carbohydrate chemistry : An easy access to functionalised 2-deoxy-3,6-anhydrohexono-1,4-lactones
Prakash,Prahlada Rao
, p. 7473 - 7476 (1991)
2-Deoxy-3,6-anhydrohexono-1,4-lactones are obtained efficiently from aldehydosugars in a two-step sequence involving a Wittig followed by acid-catalysed methanolysis.
Wittig-type olefination catalyzed by PEG-telluride
Huang, Zheng-Zheng,Ye, Song,Xia, Wei,Yu, Yi-Hua,Tang, Yong
, p. 3096 - 3103 (2007/10/03)
Soluble poly(ethylene glycol) (PEG)-supported telluride 2 was designed and synthesized for catalytic Wittig-type reactions. It was found that the catalytic loading could be reduced from 20 to 2 mol % by the introduction of PEG (even to 0.5 mol % when some telluride salts were used as the catalyst). Under the catalytic reaction conditions, a wide variety of aldehydes with different structures could react with bromoacetate to afford β-substituted or α,β-disubstituted unsaturated esters in high yields with excellent E-stereoselectivity. The modified process, by using sodium bisulfite instead of triphenyl phosphite, represented a very simple product isolation procedure. The roles of PEG for promoting the ylide formation and stabilizing the catalytic species were disclosed. The mechanism was also studied.
Synthesis of glycosylated β-amino acids as new class of antitubercular agents
Tripathi,Tripathi,Tiwari,Bala, Laxmi,Sinha,Srivastava,Srivastava,Srivastava
, p. 773 - 781 (2007/10/03)
A series of glycosylated β-amino acids was prepared and evaluated against Mycobacterium tuberculosis, M. avium, M. fortuitum and M. smegmatis. The compounds were designed to mimic the enzyme D-alanine racemase and glycosyl transferase involved in the bios
Intramolecular Michael addition of benzylamine to sugar derived α,β-unsaturated ester: A new diastereoselective synthesis of a higher homologue of 1-deoxy-L-ido-nojirimycin
Desai, Vijaya N.,Saha, Nabendu N.,Dhavale, Dilip D.
, p. 1719 - 1720 (2007/10/03)
The diastereoselective intramolecular Michael addition of the benzylamine generated in situ from hemiacetal 3 leads to the lactone 4a with the required homoazasugar ring skeleton; reduction of the lactone functionality and removal of the protecting groups
Total Synthesis of Griseolic Acid Derivatives from D-Glucose
Tulshian, Deen,Doll, Ronald J.,Stansberry, Mary F.,McPhail, Andrew T.
, p. 6819 - 6822 (2007/10/02)
Griseolic acid, 1, is a potent nonselective cyclic nucleotide-phosphodiesterase inhibitor isolated from Streptomyces griseoaurantiacus.Recently, preparation of several griseolic acid derivatives, including 3, has been reported.We have completed the chiral
