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Article

Transformation of Linear Alkenyl N-Alkoxy Carbamates into Cyclic Bromo Carbonates

by
Shyam Sathyamoorthi
1,* and
Steven P. Kelley
2
1
Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66047, USA
2
Department of Chemistry, University of Missouri—Columbia, Columbia, MO 65211, USA
*
Author to whom correspondence should be addressed.
Chemistry 2025, 7(3), 99; https://doi.org/10.3390/chemistry7030099 (registering DOI)
Submission received: 12 May 2025 / Revised: 7 June 2025 / Accepted: 11 June 2025 / Published: 16 June 2025

Abstract

We present a protocol for the facile conversion of linear alkenyl N-alkoxy carbamates into cyclic bromo carbonates. The reaction is operationally simple, uses widely available, inexpensive reagents, and requires no rigorous exclusion of air or moisture. A range of functional groups is compatible, and the reaction diastereoselectivities vary from good to excellent. The reactions are scalable, and the resultant carbonates can be further transformed.
Keywords: heterocycles; alkenes; bromination; carbonates; tethered functionalization heterocycles; alkenes; bromination; carbonates; tethered functionalization

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MDPI and ACS Style

Sathyamoorthi, S.; Kelley, S.P. Transformation of Linear Alkenyl N-Alkoxy Carbamates into Cyclic Bromo Carbonates. Chemistry 2025, 7, 99. https://doi.org/10.3390/chemistry7030099

AMA Style

Sathyamoorthi S, Kelley SP. Transformation of Linear Alkenyl N-Alkoxy Carbamates into Cyclic Bromo Carbonates. Chemistry. 2025; 7(3):99. https://doi.org/10.3390/chemistry7030099

Chicago/Turabian Style

Sathyamoorthi, Shyam, and Steven P. Kelley. 2025. "Transformation of Linear Alkenyl N-Alkoxy Carbamates into Cyclic Bromo Carbonates" Chemistry 7, no. 3: 99. https://doi.org/10.3390/chemistry7030099

APA Style

Sathyamoorthi, S., & Kelley, S. P. (2025). Transformation of Linear Alkenyl N-Alkoxy Carbamates into Cyclic Bromo Carbonates. Chemistry, 7(3), 99. https://doi.org/10.3390/chemistry7030099

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