An efficient asymmetric desymmetrization of prochiral glutaric anhydrides with SuperQuat chiral oxazolidin-2-ones

作者：Chaubey Narendra; Date Sonali M; Ghosh Sunil K^*

来源：Tetrahedron: Asymmetry , 2008, 19(23): 2721-2730.

DOI：10.1016/j.tetasy.2008.12.010

The asymmetric desymmetrization of 3-substituted glutaric anhydrides 1 bearing silyl, aryl and alkyl groups with the lithium salt of chiral oxazolidin-2-ones has been studied. The effects of the substituents at the 4- and 5-positions of the oxazolidin-2-ones on the diastereoselectivity of the anhydride opening were studied in detail. A SuperQuat chiral oxazolidin-2-one 2e with 5,5-diaryl substituents showed optimum selectivity.

• 出版日期2008-12-1