201660-35-7

Upstream product

• 100-51-6 benzyl alcohol 
• 123823-24-5 1,6-anhydro-2-O-benzyl-3-deoxy-β-D-erythro-hexopyrano-4-ulose 
• 33647-85-7 isolevoglucosenone 
• 201660-34-6 (6R)-6-C-[1,6-anhydro-2-O-benzyl-3-deoxy-β-D-xylo-hexopyrano-4-ulos-3-yl]-1,2:3,4-di-O-isopropylidene-α-D-galacto-pyranose 

Relevant academic research and scientific papers

Convergent syntheses of C(1→3)-linked disaccharides starting from isolevoglucosenone

Nucleophilic addition (Nu-M+) to isolevoglucosenone 1 generates enolates stereospecifically (exo face addition) that can be reacted with sugar-derived aldehydes to give C(1→3)-linked disaccharide precursors with high diastereoselectivity. Limitations of the method arising from unfavorable aldolate stability can be overcome by using Et2AlI as the nucleophile. This leads to products of Baylis-Hillmann condensations. One example is presented and has led to the preparation of 2,3-anhydro-3-C-[(1S)-2,6-anhydro-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose 5. Copyright (C) 2000 Elsevier Science Ltd.