The total synthesis of macrosphelides A and E from carbohydrate precursors

✍ Scribed by G.V.M. Sharma; Ch.Chandra Mouli

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 305 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02284-0

✦ Synopsis

Scheme 2. Reagents and conditions: (a) p-TsCl, pyridine, dry CH 2 Cl 2 , 0°C-rt, 14 h; (b) LiAlH 4 , dry THF, 0°C-rt, 18 h; (c) NaH, PMBBr, dry THF, 0°C-rt, 4 h; (d) 60% aq. AcOH, cat. HCl, rt, 14 h; (e) NaIO 4 , MeOH/H 2 O (2:1), rt, 2 h; (f) Ph 3 P CHCOO(CH 2 ) 2 SO 2 Tol, 110°C, 1 h; (g) cat. HCl, dioxane/water (1:1), rt, 12 h.