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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.
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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
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