Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5275411 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
We report a simple strategy for the synthesis of a collection of C(3â²)-spirodihydroisobenzo-furannulated nucleosides featuring a [2+2+2]-cyclotrimerization as the key reaction. The cyclotrimerization reactions are facile with the unprotected nucleosides having a diyne unit. When both alkynes of the diyne are terminal, the regioselectivity is poor. However, when one of the terminal alkynes is additionally substituted, the cyclotrimerizations are highly diastereoselective. Since the key bicycloannulation is the final step, this strategy provides flexibility in terms of the alkynes and is thus amenable for the synthesis of a focussed small molecule library.
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Mangesh P. Dushing, C.V. Ramana,