Covalent Tethers for Precise Amino Alcohol Syntheses: Ring Opening of Epoxides by Pendant Sulfamates and Sulfamides
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Issue Date
2023-02-06Author
Nagamalla, Someshwar
Mague, Joel T.
Sathyamoorthi, Shyam
Publisher
American Chemical Society
Type
Article
Article Version
Scholarly/refereed, author accepted manuscript
Rights
Copyright © 2023 American Chemical Society
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Show full item recordAbstract
We describe the development of the first ring opening of epoxides using pendant sulfamates and sulfamides. These reactions are promoted by a base and proceed under mild conditions to afford oxathiazinanes and cyclic sulfamides with excellent diastereoselectivity and regiocontrol. The reactions scale well, and the products serve as synthons for ring-opening reactions.
Description
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, Copyright © 2023 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.3c00053.
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Citation
Nagamalla, S., Mague, J. T., & Sathyamoorthi, S. (2023). Covalent Tethers for Precise Amino Alcohol Syntheses: Ring Opening of Epoxides by Pendant Sulfamates and Sulfamides. Organic letters, 25(6), 982–986. https://doi.org/10.1021/acs.orglett.3c00053
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