What question did this study set out to answer?

To develop mild, efficient cyclization methods for converting beta-hydroxy amides into functionalized oxazolines and oxazoles using fluorinating reagents.

March 25, 2000Organic Letters

Synthesis of Functionalized Oxazolines and Oxazoles with DAST and Deoxo-Fluor

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Authors

APAndrew J. PhillipsStevens Institute of Technology YUYoshikazu UtoDaiichi-Sankyo (Japan)PWPeter WipfRutgers, The State University of New Jersey

Discussion

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Implication

Synthetic study demonstrates efficient cyclization of beta-hydroxy amides to oxazolines and oxazoles using fluorinating reagents, highlighting a versatile one-pot protocol.

Key Points

To develop mild, efficient cyclization methods for converting beta-hydroxy amides into functionalized oxazolines and oxazoles using fluorinating reagents.
Applied diethylaminosulfur trifluoride (DAST) and Deoxo-Fluor reagents to mediate the cyclization of beta-hydroxy amides.
Developed a one-pot reaction protocol to synthesize oxazoles directly from beta-hydroxy amide precursors.
Achieved mild and highly efficient cyclodehydration of beta-hydroxy amides to yield functionalized oxazolines.
Established a successful one-pot synthetic route for the direct preparation of oxazoles from beta-hydroxy amides.

Cite This Study

Phillips et al. (2000) studied this question.

synapsesocial.com/papers/6a748deccbb3fa1e5bdbd456 https://doi.org/10.1021/ol005777b

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Implication

Synthetic study demonstrates efficient cyclization of beta-hydroxy amides to oxazolines and oxazoles using fluorinating reagents, highlighting a versatile one-pot protocol.

Synthesis of Functionalized Oxazolines and Oxazoles with DAST and Deoxo-Fluor

Discussion

Member takes

Implication

Key Points

Cite This Study

Synthesis of Functionalized Oxazolines and Oxazoles with DAST and Deoxo-Fluor

Discussion

Member takes

Implication

Key Points

Cite This Study

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