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Rapid, Scalable Assembly of Stereochemically Rich, Mono- and Bicyclic Acyl Sultams
Asad, Naeem Samarakoon, Thiwanka Bandara Zang, Qin Loh, Joanna K. Javed, Salim Hanson, Paul R.
Asad, Naeem
Samarakoon, Thiwanka Bandara
Zang, Qin
Loh, Joanna K.
Javed, Salim
Hanson, Paul R.
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Abstract
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.
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2014-01-03
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American Chemical Society
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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