Stereoselective Cycloaddition Reactions

作者: Tae-Kyung Lee , Jung-Mo Ahn

DOI: 10.1002/9781118596784.SSD016

关键词:

摘要: Cycloaddition is a member of pericyclic reactions in which reactive components possessing conjugated π-electrons (e.g., diene/dienophile, 1,3-dipole/dipolarophile, and ketene/imine) transform into cyclic molecules. These proceed concerted mechanism with high degree regio- stereoselectivity. Thus, they have been widely used for the construction skeletons numerous natural products pharmacologically active Based on π-electron systems reactants, can be further classified [4 + 2], [3 + 2], [2 + 2] cycloadditions that produce six-, five-, four-membered rings, respectively. On other hand, whereas designed synthetic molecules may offer starting point drug development, improvement their structures properties frequently needed to optimize biological efficacy. To this end, solid-phase synthesis powerful tool generating large number compounds convenience many cycloaddition reported date. This review, particular, summarizes stereoselective versions carried out polymer supports analogs, focusing were employed as key steps. Keywords: cycloaddition reaction; stereoselective; pericyclic reaction; CC bond formation; total synthesis; regioselectivity; stereoselectivity; [4+2] cycloaddition; [3+2] cycloaddition; [2+2] cycloaddition; solid-phase

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