121917-63-3Relevant academic research and scientific papers
Fully synthetic stereoselective routes to the differentially protected subunits of the tunicamycins
Danishefsky,DeNinno,Chen,Boisvert,Barbachyn
, p. 5810 - 5818 (1989)
Total synthesis of the two subunits corresponding to tunicamycins have been achieved. One of the key steps involves a cyclocondensation reaction of 7-carbon aldehydo nucleoside with activated diene 8 under catalysis with stannic chloride (see 7 + 8→9a,b). Stereospecific Fitzsimmons cycloadditions of dibenzyl azodicarboxylate to galactal 12 and glucal 22 simplified construction of the amino pyranose systems.
