Synthesis of 1,4-dideoxy-1,4-iminoheptitol and 1,5-dideoxy-1,5-iminooctitols from D-xylose.
The synthesis of iminosugars from inexpensive D-xylose in high yields has been developed. The key step in this synthesis involves Wittig olefination or chelation-controlled attack of Grignard reagents on lactol and ring-closing metathesis using first or second generation Grubbs' catalysts.
Kumar
Amit
A
Department of Chemistry, Indian Institute of Technology, Kanpur, India.
Alam
Mohammed Abrar
MA
Rani
Shikha
S
Vankar
Yashwant D
YD
D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005690:Galactose / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors; D050111:Imino Sugars / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D014994:Xylose / Q000737:chemistry*
D004791:Enzyme Inhibitors; D050111:Imino Sugars; D014994:Xylose; D006026:Glycoside Hydrolases; D005690:Galactose