18439-44-6Relevant articles and documents
Synthesis of a furanosyl-pyranone derivative related to the tri-o-heterocyclic core of herbicidins
Hsu, Ching-Yun,Lee, I-Chi,Lico, Larry S.,Uang, Biing-Jiun,Hung, Shang-Cheng
, p. 421 - 425 (2012/08/08)
A new compound that is structurally related to the undecose ring structure of herbicidins has been prepared. The synthesis of this novel furanosyl-pyranone derivative was made possible through the regioselective reductive ring-opening of a 3,5-O-benzylidene-D-xylofuranose and the hetero-Diels-Alder reaction of an aldehyde and a Danishefsky-type diene. The highly functionalized pyranone derivative can be a useful precursor for the synthesis of herbicidins.
Stereoselectivity in deoxygenation of 5-hydroxy-5-phosphinyl-hexofuranoses (α-hydroxyphosphonates)
Hanaya, Tadashi,Sugiyama, Ken-Ichi,Kawamoto, Heizan,Yamamoto, Hiroshi
, p. 1641 - 1650 (2007/10/03)
The addition of dimethyl phosphonate to six different hexofuranos-5-uloses in the presence of DBU, followed by esterification with methoxalyl chloride and then radical reduction, afforded 5-deoxy-5-dimethoxyphosphinyl-D- and L-hexofuranoses. The stereosel
Aureolic acid antibiotics: Synthesis of the cyclohexenone segment from D-glucose
Gurjar, M.K.,Devi, T. Rama,Reddy, K.L.N.,Sharma, P.A.,Dhar, T.G. Murali
, p. 995 - 1003 (2007/10/02)
The cyclohexenone segment which is common to all the aureolic acid group of antibiotics has been synthesised from D-glucose.Two routes have been designed to obtain methyl 3-O-benzyl-6-deoxy-2-O-methyl-D-galactopyranoside.Route-A involves the introduction
Stereoselective photochemical cyclization of 3-O-benzyl-6-deoxy-1,2-O-isoprpylidene-α-D-xylo-hexafuranos-5-ulose derivatives
Araki, Younosuke,Arai, Yoshifusa,Endo, Tadatoshi,Ishido, Yoshihari
, p. 1 - 4 (2007/10/02)
Photoirradiation of a solution of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hexafuranos-5-ulose in benzene for 92 h gave (6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-phenyl-α-D-gluco- and β-L-idofuranose in 54 percent and 11 percent yield,
OXIRANE RINGS: STUDIES AND APPLICATIONS OF A NEW CHEMO AND REGIO SELECTIVE REDUCTIVE OPENING OF EPOXIDES
Bonini, Carlo,Fabio, Romano Di,Sotgiu, Giovanni,Cavagnero, Silvia
, p. 2895 - 2904 (2007/10/02)
The straightforward reductive opening of 1,2 epoxides to alcohols was studied and applied to several significant compounds.The reaction, which proceeds via the nucleophilic opening of the oxirane ring and the subsequent free radical dehalogenation, shows an excellent chemical yield as well as chemo and regioselectivity.This reaction was also applied to a chiral α,β-epoxyester.
1,3,5-TRIDEOXY-3,5-DI-C-METHYL-L-TALITOL: A CHIRON FOR THE C-33-C-37 SEGMENT OF AMPHOTERICIN B
Liang, David,Schuda, Ann DeCamp,Fraser-Reid, Bert
, p. 229 - 240 (2007/10/02)
1,3,5-Trideoxy-3,5-di-C-methyl-L-talitol is a potential chiron for the C-33-C-37 segment of amphotericin B.This hexitol has been synthesized from 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose by a route in which a C-methylene derivative at C-5 is hydr
Chiral Building Units from Carbohydrates, XI. - 2-Lithio-1,3-dithiane-induced Reactions of 5,6-Dideoxy-5-iodohexofuranoses Leading to Open-chained Heptose Trimethylene Dithioacetals
Redlich, Hartmut,Lenfers, Jan Bernd,Bruns, Wilfried
, p. 1570 - 1586 (2007/10/02)
The reaction of 5,6-dideoxy-5-iodohexofuranoses 5b, 7c, 8, 8a, and 20 with a large excess of 2-lithio-1,3-dithiane (1) yields the open-chained heptose trimethylene dithioacetals 21, 23, 24, 25, and 26.L-Configurated 5-iodides give Z-olefines, D-configurat