Efficient and structurally controlled synthesis of novel polyhydroxylated indolizidine derivatives with an amino group

Li, Xiaoliu; Zhang, Zhengang; Kefang, Duan; Chen, Hua; Li, Zhiwei; Li, Zhe; Zhang, Pingzhu

doi:10.1016/j.tet.2009.01.026

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3-dipolar Addition1

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2009

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Cited by 15 publications

(2 citation statements)

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“…The key step of the synthesis involved microwave-assisted 1,3-dipolar cycloaddition of azasugar nitrone and methacrylate for installing a potential amino group and ester group with an extended chain (Li et al, 2009). …”

Section: 3-dipolar Additionmentioning

confidence: 99%

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Microwave-Assisted Organic Synthesis

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Section: 3-dipolar Additionmentioning

confidence: 99%

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2014

Microwave-Assisted Organic Synthesis

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“…Chemielewski and co-workers also used a 1,3-dipolar cycloaddition as a key step in the synthesis of a number of iminosugars including casuarine and aminoindolizidine derivatives, [112] while a microwave assisted 1,3-dipolar cycloaddition of an iminosugar nitrone and methacrylate was used by Li et al for the preparation of a variety of polyhydroxylated indolizidine derivatives containing an amino group. [113] …”

Section: [2+3] Annulationsmentioning

confidence: 99%

Recent Developments in the Synthesis of Pyrrolidine‐Containing Iminosugars

et al. 2010

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As noted inhibitors of glycosidases, iminosugars have enormous therapeutic potential in the treatment of a number of diseases such as cancer, diabetes, and lysosomal storage disorders. Accordingly, much effort has been expended over the past decades in developing novel and efficient methodologies for the synthesis of iminosugars. This microreview highlights recent (post 2005) developments in the synthesis of pyrrolidine‐containing iminosugars and includes discussions of methodologies such as ring‐closing metathesis, aldol and pericyclic reactions, and protecting‐group free strategies.

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A Convenient Synthesis and Biological Evaluation of Novel Pseudonucleosides Bearing a Thiazolidin‐4‐one Moiety by Tandem Staudinger/Aza‐Wittig/Cyclization

et al. 2009

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Novel pseudonucleosides 3 and 4 bearing a thiazolidin-4-one moiety were firstly synthesized by a one-pot, multicomponent, tandem Staudinger/aza-Wittig/intermolecular nucleophilic addition/intramolecular cyclization process in good yields of 43.8-88.0 %. Deacetylation of 3 and 4 afforded compounds 5 and 6, respectively. The structures of the new compounds were determined on the basis of the X-ray crystal

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Efficient and structurally controlled synthesis of novel polyhydroxylated indolizidine derivatives with an amino group

Cited by 15 publications

References 61 publications

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Recent Developments in the Synthesis of Pyrrolidine‐Containing Iminosugars

A Convenient Synthesis and Biological Evaluation of Novel Pseudonucleosides Bearing a Thiazolidin‐4‐one Moiety by Tandem Staudinger/Aza‐Wittig/Cyclization

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