Sp. Hollinshead, STEREOSELECTIVE SYNTHESIS OF HIGHLY FUNCTIONALIZED PYRROLIDINES VIA 1,3-DIPOLAR CYCLOADDITION REACTIONS ON A SOLID SUPPORT, Tetrahedron letters, 37(51), 1996, pp. 9157-9160
Resin bound 3-hydroxyacetophenone 2 was condensed (NaOMe/MeOH/THF) wit
h aryl aldehydes to afford alpha,beta-unsaturated ketones 3a-e. Subseq
uent reaction with azomethine ylid 5 in the presence of LiBr/DBU provi
ded pyrrolidines 6a-d. These were subsequently acylated and cleaved fr
om the solid support to afford highly functionalised pyrrolidines 8a-d
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