Literature DB >> 12520501

Ru(salen)-catalyzed asymmetric sulfimidation and subsequent [2,3]sigmatropic rearrangement.

Masakazu Murakami1, Tatsuya Uchida, Bunnai Saito, Tsutomu Katsuki.   

Abstract

(OC)Ru(salen) 1 was found to catalyze sulfimidation of alkyl aryl sulfides in the presence of arylsulfonyl azide with high enantioselectivity, up to 99% ee. When the substrates were allylic sulfides, the resulting sulfimides underwent [2,3]sigmatropic rearrangement to give the corresponding N-allyl toluenesulsulfonamides with greater than 80% ee. Copyright 2003 Wiley-Liss, Inc.

Entities:  

Year:  2003        PMID： 12520501     DOI： 10.1002/chir.10156

Source DB:  PubMed          Journal:  Chirality        ISSN： 0899-0042            Impact factor:   2.437


  4 in total

1.  Recent advances in transition metal-catalyzed N-atom transfer reactions of azides.

Authors:  Tom G Driver
Journal:  Org Biomol Chem       Date:  2010-07-08       Impact factor: 3.876

2.  Asymmetric Enzymatic Synthesis of Allylic Amines: A Sigmatropic Rearrangement Strategy.

Authors:  Christopher K Prier; Todd K Hyster; Christopher C Farwell; Audrey Huang; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-11       Impact factor: 15.336

3.  Enantioselective imidation of sulfides via enzyme-catalyzed intermolecular nitrogen-atom transfer.

Authors:  Christopher C Farwell; John A McIntosh; Todd K Hyster; Z Jane Wang; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2014-06-05       Impact factor: 15.419

4.  Silver-Catalyzed Enantioselective Sulfimidation Mediated by Hydrogen Bonding Interactions.

Authors:  Rajasekar Reddy Annapureddy; Finn Burg; Johannes Gramüller; Tino P Golub; Christian Merten; Stefan M Huber; Thorsten Bach
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-26       Impact factor: 15.336
  4 in total

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