Literature DB >> 24313225

Rapid, scalable assembly of stereochemically rich, mono- and bicyclic acyl sultams.

Naeem Asad1, Thiwanka B Samarakoon, Qin Zang, Joanna K Loh, Salim Javed, Paul R Hanson.   

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, sp(3)-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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Year:  2013        PMID: 24313225      PMCID: PMC4179432          DOI: 10.1021/ol403070w

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  31 in total

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  2 in total

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  2 in total

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