Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams
View/ Open
Issue Date
2014-01-03Author
Asad, Naeem
Samarakoon, Thiwanka Bandara
Zang, Qin
Loh, Joanna K.
Javed, Salim
Hanson, Paul R.
Publisher
American Chemical Society
Type
Article
Article Version
Scholarly/refereed, author accepted manuscript
Rights
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol403070w.
Metadata
Show full item recordAbstract
A one-pot, sequential protocol is reported that involves complementary ambiphile pairing (CAP) of a vinyl sulfonamide with a variety of unprotected amino acids via aza-Michael addition and subsequent intramolecular amidation. The method generates diverse, sp3-rich mono- and bicyclic acyl sultams in a highly scalable manner. Modular pairing of stereochemically rich building blocks allows quick access to all possible isomers. Extension to include one-pot, sequential 3-, 4- and 5-multicomponent protocols is also discussed.
Collections
Citation
Asad, N., Samarakoon, T. B., Zang, Q., Loh, J. K., Javed, S., & Hanson, P. R. (2014). Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams. Organic Letters, 16(1), 82–85. http://doi.org/10.1021/ol403070w
Items in KU ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
We want to hear from you! Please share your stories about how Open Access to this item benefits YOU.