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Short, stereoselective synthesis of C-glycosyl asparagines via an olefin cross-metathesis

✍ Scribed by Ernest G Nolen; Adam J Kurish; Kelli A Wong; Michael D Orlando


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
321 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis


The Grubbs second generation ruthenium catalyst was employed for the cross metathesis between aand b-C-allyl glycosides and suitably protected L-vinyl glycines to furnish olefinic products in 57-94% yields. Hydrogenation afforded the C-glycosyl asparagines in high yield.


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Total Synthesis of Leiocarpin C and (+)-
✍ Palakodety Radha Krishna; Munagala Alivelu πŸ“‚ Article πŸ“… 2011 πŸ› John Wiley and Sons 🌐 German βš– 172 KB

A stereoselective total synthesis of leiocarpin C ( 2) and (ΓΎ)-Goniodiol (1) by applying olefin crossmetathesis and substrate directed dihydroxylation as the key steps is reported (Scheme 3).