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Synthesis 2018; 50(22): 4444-4452
DOI: 10.1055/s-0036-1591574
paper
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Synthesis of Six-Membered Cyclic Sulfamides via Palladium-Catalyzed Alkene Carboamination Reactions

Zachary J. Garlets
Department of Chemistry, University of Michigan, 930 N. University Ave., Ann Arbor, MI, 48109-1055, USA   eMail: jpwolfe@umich.edu
,
John P. Wolfe  *
Department of Chemistry, University of Michigan, 930 N. University Ave., Ann Arbor, MI, 48109-1055, USA   eMail: jpwolfe@umich.edu
› InstitutsangabenThe authors thank the NIH (GM 071650) for financial support of this work. Z.J.G. wishes to thank Eli Lilly for a summer research fellowship and University of Michigan Rackham Graduate School for a Henry Earle Riggs Dissertation Fellowship. We acknowledge funding from NSF grant CHE-0840456 for X-ray diffractometer instrumentation.
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Publikationsverlauf

Received: 06. Februar 2018

Accepted after revision: 03. April 2018

Publikationsdatum:
03. Mai 2018 (online)

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Published as part of the Special Section dedicated to Scott E. Denmark on the occasion of his 65th birthday

Abstract

The asymmetric synthesis of six-membered cyclic sulfamides via palladium-catalyzed alkene carboamination reactions of N-homo­allylsulfamides with aryl halides is described. High levels of enantio­selectivity were obtained with a catalyst composed of Pd2dba3 and (S)-Siphos-PE.

Key words

palladium - asymmetric catalysis - alkenes - sulfamides - hetero­cycles

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591574.
  • Supporting Information
 

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