Selective Functionalization of the 1,6-Anhydro Moiety and of the Double Bond of Levoglucosenone

Marco Rizzo; Maria Jose Calandri; Dmitrii Kurnosov; Chiara Lambruschini; Francesco Raboni; Renata Riva; Luca Banfi

doi:10.1039/d6ob00050a

January 1, 2025Organic & Biomolecular Chemistry

Selective Functionalization of the 1,6-Anhydro Moiety and of the Double Bond of Levoglucosenone

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Key Points

The aim is to develop an efficient method for functionalizing levoglucosenone to produce azides.
Used a 4-step synthetic procedure
Employed diastereoselective and chemoselective techniques
Converted levoglucosenone into an azide
Successfully synthesized a versatile azide from levoglucosenone
Achieved the transformation using only four steps
Demonstrated diastereoselectivity in the functionalization process

Implication

A method converts levoglucosenone into a synthetic azide, indicating potential for new applications.

Abstract

Through a very efficient, step-economical (only 4 steps) and diastereoselective-chemoselective procedure, bio-based levoglucosenone has been converted into a versatile azide, which may be regarded as a synthetic equivalent of a...

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Cite This Study

Rizzo et al. (2025) studied this question.

synapsesocial.com/papers/699fe40c95ddcd3a253e83b1 https://doi.org/10.1039/d6ob00050a

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Selective Functionalization of the 1,6-Anhydro Moiety and of the Double Bond of Levoglucosenone

Key Points

Implication

Abstract

Discussion

Cite This Study

Selective Functionalization of the 1,6-Anhydro Moiety and of the Double Bond of Levoglucosenone

Key Points

Implication

Abstract

Discussion

Cite This Study

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