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Han H, Bae I, Yoo EJ, et al. Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening. Org Lett. 2004;6(22):4109-12doi: 10.1021/ol0481784.
Han, H., Bae, I., Yoo, E. J., Lee, J., Do, Y., & Chang, S. (2004). Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening. Organic letters, 6(22), 4109-12. https://doi.org/10.1021/ol0481784
Han, Hoon, et al. "Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening." Organic letters vol. 6,22 (2004): 4109-12. doi: https://doi.org/10.1021/ol0481784
Han H, Bae I, Yoo EJ, Lee J, Do Y, Chang S. Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening. Org Lett. 2004 Oct 28;6(22):4109-12. doi: 10.1021/ol0481784. PMID: 15496111.
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Org Lett. 2004 Oct 28;6(22):4109-12. doi: 10.1021/ol0481784.

Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening.

Organic letters

Hoon Han, Imhyuck Bae, Eun Jeong Yoo, Junseong Lee, Youngkyu Do, Sukbok Chang

Affiliations

  1. Center for Molecular Design and Synthesis, Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology (KAIST), Daejon 305-701, Republic of Korea.

PMID: 15496111 DOI: 10.1021/ol0481784

Abstract

[reaction: see text] We have developed, on the basis of a chelation-strategy, an efficient copper-catalyzed aziridination protocol with the use of 5-methyl-2-pyridinesulfonamide and PhI(OAc)(2). The reaction proceeds smoothly under mild conditions to give aziridines in moderate to good yields in the absence of external ligands or bases. The coordination-assisted approach offers the additional benefits that efficient deprotection of the N-substituent and selective aziridine ring-opening are effectively achieved.

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