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Updated: Jan 23, 2026

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トリメチルシリルクロリド（TMSCl）を介した2-デオキシ糖の合成：置換キラルキノリン系グリコハイブリッドへの経路

Kavita Singh¹, Ram Sagar¹

¹Glycochemistry Laboratory, School of Physical Sciences, Jawaharlal Nehru University, New Delhi 110067, India.

The Journal of organic chemistry

|January 21, 2026

Abstract:

Herein, we report a mild and effective trimethylsilyl chloride (TMSCl)-mediated method for the synthesis of diverse 2-deoxy sugars in excellent yields of up to 98% within 1 h from diverse protected glycals. Furthermore, we utilized these 2-deoxy sugars to synthesize stereochemically pure and diverse 2,4-substituted quinoline-based glycohybrids through a Cu(II)-catalyzed, multicomponent, one-pot cycloaddition reaction forming one new C-N bond and two C-C bonds. These 2,4-substituted chirally pure quinoline-based glycohybrids may have promising applications in medicinal chemistry. This versatile method enables the efficient synthesis of various 2-deoxy sugars and quinolines with inherent stereodiversity, easily scalable to gram scale quantities for broader applications.

キーワード:

2-デオキシ糖グリコハイブリッドトリメチルシリルクロリド有機合成医薬品化学

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