Synthesis of Heptano Bridged Pyranoside Derivatives

✍ Scribed by Volker Kirsch; Christian Wolff; Christian Näther; Werner Tochtermann

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 282 KB
• Volume: 2000
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(200005)2000:9<1741::aid-ejoc1741>3.0.co;2-w

✦ Synopsis

Addition of dichlorocarbene to the glycal (±)-2 followed by cyclopropyl-allyl rearrangement leads to the chloro-2H-pyran (±)-4. Oxidation of (±)-4 and reduction of the obtained hydroxypyranone (±)-5 gave the methyl pyranoside (±)-6.