Homodimerization of hyaluronan and heparan sulfate derivatives by olefin metathesis reaction
β Scribed by Shyam M Rele; Suri S Iyer; Elliot L Chaikof
- Book ID
- 104252593
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 98 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Hyaluronan and heparan sulfate disaccharides of the type b-D-glucuronic acid-(13)-N-acetyl-b-D-glucosamine and a-L-iduronic acid-( 14)-N-acetyl-b-D-glucosamine, respectively, with an n-pentenyl group at the reducing end have been synthesized. Homodimerization of these derivatives using Grubbs catalyst furnished dimerized disaccharides separated by a C 8 spacer arm.
π SIMILAR VOLUMES
Olefin metathesis catalyzed by RuCl 2 (CHPh)(PCy 3 ) 2 (1) has been used to synthesize homodimers of O-and S-alkenyl a-sialoside derivatives. The reactions afforded reasonable to good yields under mild reaction conditions. Trans-geometrical isomers were preferred in all cases.