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
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.