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.
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
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.
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
