124579-80-2Relevant academic research and scientific papers
Crystallographic studies of some cyclic benzylidene acetals: Key synthons for o-glycoamino acid building blocks and solid-phase oligosaccharide synthesis
Gururaja, Tarikere L.,Venugopalan, Paloth,Levine, Michael J.
, p. 747 - 759 (1998)
Synthesis of methyl 2-azido-2-deoxy-4,6-O-benzylidene-β-D-galactopyranoside (1), one of the key components in the synthesis of O-glycoamino acids, was undertaken in order to synthesize Tn and TF(3) antigen building blocks. In pursuit of an alternative app
A facile synthesis of 4,6-O-benzylidene-d-glycals via 1,5-anhydro-4,6-O-benzylidene-d-hex-1-en-3-ulose
Sakakibara, Tohru,Ito, Tsubasa,Kotaka, Chika,Kajihara, Yasuhiro,Watanabe, Yuhya,Fujioka, Aki
experimental part, p. 2740 - 2743 (2009/04/11)
Benzylidenation of readily available 1,5-anhydro-d-hex-1-en-3-ulose, followed by sodium borohydride reduction, afforded the title compounds in high yields. Separation of 4,6-O-benzylidene-d-allal and -d-glucal was accomplished by selective acetylation wit
CONVENIENT SYNTHESES OF SUBSTITUTED PYRANOID GLYCALS FROM THIOPHENYL GLYCOSIDES AND GLYCOSYL PHENYLSULFONES
Fernandez-Mayoralas, Alfonso,Marra, Alberto,Trumtel, Michel,Veyrieres, Alain,Sinay, Pierre
, p. 2537 - 2540 (2007/10/02)
A series of substituted thiophenyl glycosides and glycosyl phenylsulfones were converted in high yield into glycals after reductive lithiation with lithium naphthalenide, followed by elimination of the substituent at C-2.
PREPARATION OF PYRANOID GLYCAL DERIVATIVES FROM PHENYL THIOGLYCOSIDES AND GLYCOSYL PHENYL SULPHONES
Fernandez-Mayoralas, Alfonso,Marra, Alberto,Trumtel, Michel,Veyrieres, Alain,Sinay, Pierre
, p. 81 - 96 (2007/10/02)
Phenyl thioglycopyranosides with various protecting groups (acetal, ether, ester) underwent reductive lithiation at C-1, followed by rapid elimination of the 2-substituent, when treated with lithium naphthalenide in tetrahydrofuran at low temperature.Thus
