Synthesis of <scp>D</scp>‐Desosamine and Analogs by Rapid Assembly of 3‐Amino Sugars

Zhang, Ziyang; Fukuzaki, Takehiro; Myers, Andrew G.

doi:10.1002/ange.201507357

Cited by 7 publications

(1 citation statement)

References 28 publications

(18 reference statements)

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“…The Myers group also recently developed a method to construct a variety of desosamine variants, which provides an additional route of diversification. 113 …”

Section: Macrolides and Ketolides–from Fermentation To Synthesismentioning

confidence: 99%

Natural Products as Platforms To Overcome Antibiotic Resistance

2017

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Natural products have served as powerful therapeutics against pathogenic bacteria since the golden age of antibiotics of the mid-20th century. However, the increasing frequency of antibiotic-resistant infections clearly demonstrates that new antibiotics are critical for modern medicine. Because combinatorial approaches have not yielded effective drugs, we propose that the development of new antibiotics around proven natural scaffolds is the best short-term solution to the rising crisis of antibiotic resistance. We analyze herein synthetic approaches aiming to reengineer natural products into potent antibiotics. Furthermore, we discuss approaches in modulating quorum sensing and biofilm formation as a nonlethal method, as well as narrowspectrum pathogen-specific antibiotics, which are of interest given new insights into the implications of disrupting the microbiome.

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“…The Myers group also recently developed a method to construct a variety of desosamine variants, which provides an additional route of diversification. 113 …”

Section: Macrolides and Ketolides–from Fermentation To Synthesismentioning

confidence: 99%

Natural Products as Platforms To Overcome Antibiotic Resistance

2017

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State of the Art in Crystallization‐Induced Diastereomer Transformations

Kolarovič

Jakubec

2021

Adv Synth Catal

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Crystallization-induced diastereomer transformations (CIDT) enable isolation of the target compounds in high enantio-and diastereomeric purities and with up to quantitative yields simply by filtration. Numerous inspiring examples of this appealing synthetic strategy reported over the last fifteen years are reviewed. Important observations along with aspects to consider when designing CIDT experiments are discussed. 3.3. Formation of Schiff Base or Related Intermediates 3.4. Aza-Michael and Mannich-Type Reactions 3.5. Strecker Reaction 3.6. Aldol Reactions 3.7. Epimerization at Phosphorus-Based Stereocenters 3.8. Racemization/Epimerization through Change of Conformation 3.9. Miscellaneous Examples of CIDT 4.Conclusions and Perspectives

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