Stereoselektive Synthese von Cyclopropylkohlenhydraten

✍ Scribed by Alex Sele; Bruno Baehler; Jean M. J. Tronchet

• Publisher: John Wiley and Sons
• Year: 1979
• Tongue: German
• Weight: 448 KB
• Volume: 62
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19790620325

✦ Synopsis

Stereoselective synthesis of cyclopropylsugars

Use of the phase‐transfer catalysis significantly increased the yield of the reactions leading to the known compounds 2 and 3. Stereoselective cyclopropylation of 3 and 4 and 8, was brought about using in the first instance the Simmons‐Smith's reagent, whereas the reaction of dichlorocarbene led to 6 easily dechlorinated to 8. Both diastereoisomeric cyclopropylsugars 4 and 8 were transformed into the corresponding ethyl glycosides.