Asymmetric Synthesis of 1,3-Oxazolidine Derivatives with Multi-Component Reaction and Research of Kinetic Resolution

Hong, Xiaowei; Zhou, Yuqiang; Chen, Bai; Wang, Nai‐Xing; Xing, Yalan; Zhang, Wei; Wang, Yanjing; Lan, Xingwang; Xie, Yu; Li, Yihe

doi:10.3390/molecules200917208

Cited by 5 publications

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References 58 publications

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“…Additional experiments have shown that only S -epoxide was consumed, confirming the kinetic resolution hypothesis. They also could observe the regiospecificity of the reaction, since from all the experiments—even at 10 mmol scale—only the C-4 isomer was detected; consequently, no C-5 isomer was found, which corroborates the proposed mechanism where the complex of Ti(IV) with ( S )-BINOL promoted the epoxide ring opening (only S -isomer) that immediately reacts with the imine from aniline and ethyl glyoxalate, giving the desired product [37].…”

Section: Epoxidessupporting

confidence: 57%

Stereoselective Multicomponent Reactions in the Synthesis or Transformations of Epoxides and Aziridines

et al. 2019

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Small ring heterocycles, such as epoxides and aziridines, are present in several natural products and are also highly versatile building blocks, frequently involved in the synthesis of numerous bioactive products and pharmaceuticals. Because of the potential for increased efficiency and selectivity, along with the advantages of environmentally benign synthetic procedures, multicomponent reactions (MCRs) have been explored in the synthesis and ring opening of these heterocyclic units. In this review, the recent advances in MCRs involving the synthesis and applications of epoxides and aziridines to the preparation of other heterocycles are discussed emphasizing the stereoselectivity of the reactions.

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Section: Epoxidessupporting

confidence: 57%