139639-76-2Relevant academic research and scientific papers
Syntheses of L-Fucopyranose and Its Homologs with Ring Heteroatoms Other than Oxygen. Sterocontrolled Conversion of the Common D-Arabinofuranoside Intermediate
Takahashi, Shunya,Kuzuhara, Hiroyoshi
, p. 21 - 24 (1992)
L-Fucopyranose and a couple of L-fucosidase inhibitors, 5-deoxy-5-thio-L-fucopyranose and 1,5-dideoxy-1,5-imino-L-fucitol, were prepared from a common pentose intermediate with α-D-arabino configuration.Stereoselectivities on carbon chain elongation of th
Simple syntheses of L-fucopyranose and fucosidase inhibitors utilizing the highly stereoselective methylation of an arabinofuranoside 5-urose derivative
Takahashi, Shunya,Kuzuhara, Hiroyoshi
, p. 607 - 612 (2007/10/03)
The simple syntheses of L-fucopyranose 1 and its three analogues 2-4 are described. A key reaction is a stereocontrolled elongation by one carbon unit at the side chain of an α-D-arabino-pentodialdo-1,4-furanoside 9 with MeMgI-ZnCl2 or Me3Al. Diastereofacial selectivities of more than 92% were achieved.
