Synthesis of Highly Functionalised Carbohydrate-Derived Spiroacetals by Ring-Closing Metathesis and Pauson-Khand Reaction of Ketoglycosidic Enynes

✍ Scribed by Michiel A. Leeuwenburgh; Chantal C. M. Appeldoorn; Peter A. V. van Hooft; Herman S. Overkleeft; Gijsbert A. van der Marel; Jacques H. van Boom

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 272 KB
• Volume: 2000
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(200003)2000:6<873::aid-ejoc873>3.0.co;2-1

✦ Synopsis

The synthesis of the ketoglycosidic enynes 5, 7 and 8 starting from 2,3,4,6-tetra-O-benzyl-D-glucopyranolactone ( 2) is described. These enynes are subjected to ruthenium-mediated