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Synlett
DOI: 10.1055/a-2648-9142
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Solvent-dependent Synthesis of Perlin’s Aldehyde from D-Glucal using Ceric Ammonium Nitrate and TMSCl

Yogesh Yadav
1   School of Physical Sciences, Jawaharlal Nehru University, New Delhi, India (Ringgold ID: RIN28754)
,
Amul Tiwari
1   School of Physical Sciences, Jawaharlal Nehru University, New Delhi, India (Ringgold ID: RIN28754)
,
Kavita Singh
1   School of Physical Sciences, Jawaharlal Nehru University, New Delhi, India (Ringgold ID: RIN28754)
,
Ram Sagar 
1   School of Physical Sciences, Jawaharlal Nehru University, New Delhi, India (Ringgold ID: RIN28754)
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In this study, a solvent-dependent ceric ammonium nitrate (CAN) and TMSCl-mediated synthesis of enantiopure 2,3-dideoxy-α,β-unsaturated carbohydrate enals (Perlin aldehydes), in CH3CN and 1,4-dioxane has been reported. This efficient protocol works well for the various D-glucals (O-acetyl, O-propyl, O-butyl, O-TIPS), and afforded Perlin aldehyde in acceptable to good yields. Thus, in this article we present a quick, efficient, and highly selective method for synthesizing Perlin aldehyde using CAN in 1.5 hours at 70 °C in good yield.



Publication History

Received: 03 May 2025

Accepted after revision: 03 July 2025

Accepted Manuscript online:
03 July 2025

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