RING-CLOSING METATHESIS ON SOLID SUPPORT - ELABORATION OF A CYCLIZATION CLEAVAGE STRATEGY TOWARDS UNSATURATED ALPHA-ESTER-SUBSTITUTED N-HETEROCYCLES/

Citation
Jjn. Veerman et al., RING-CLOSING METATHESIS ON SOLID SUPPORT - ELABORATION OF A CYCLIZATION CLEAVAGE STRATEGY TOWARDS UNSATURATED ALPHA-ESTER-SUBSTITUTED N-HETEROCYCLES/, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (11), 1998, pp. 2583-2589
Citations number
66
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
1434193X
Issue
11
Year of publication
1998
Pages
2583 - 2589
Database
ISI
SICI code
1434-193X(1998):11<2583:RMOSS->2.0.ZU;2-M
Abstract
A Ru-mediated strategy for the cleavage of organic substrate molecules from a solid support via ring-closing metathesis is described. Applic ation of this protocol to solid phase-bound olefinic amino acid deriva tives provides various highly functionalized unsaturated N-heterocycle s of different ring-sizes in moderate to excellent yields. This strate gy features the addition of a stoichiometric amount of styrene to the metathesis mixture, which is shown to increase the yield of the reacti on.