Literature DB >> 30354176

Enantioselective Aza-Wacker-Type Cyclization Promoted by Pd-SPRIX Catalyst.

Abhijit Sen1, Kazuhiro Takenaka1, Hiroaki Sasai1.   

Abstract

An enantioselective aza-Wacker-type reaction was developed. When alkenyl sulfonamide substrates were treated with the Pd-SPRIX catalyst in the presence of oxone as an oxidant, the olefin was attacked intramolecularly by the nitrogen nucleophile to construct several heterocycles such as morpholines, piperazines, piperidines, and their benzo-fused derivatives in up to 88% yield with up to 80% ee.

Entities:  

Year:  2018        PMID: 30354176     DOI: 10.1021/acs.orglett.8b02946

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


  4 in total

1.  Synthesis of Indolines and Derivatives by Aza-Heck Cyclization.

Authors:  Feiyang Xu; Katerina M Korch; Donald A Watson
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-13       Impact factor: 15.336

2.  Mapping Ambiphile Reactivity Trends in the Anti-(Hetero)annulation of Non-Conjugated Alkenes via PdII /PdIV Catalysis.

Authors:  Hui-Qi Ni; Phillippa Cooper; Shouliang Yang; Fen Wang; Neal Sach; Pranali G Bedekar; Joyann S Donaldson; Michelle Tran-Dubé; Indrawan J McAlpine; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-02       Impact factor: 15.336

3.  Asymmetric hydrogenation for the synthesis of 2-substituted chiral morpholines.

Authors:  Mingxu Li; Jian Zhang; Yashi Zou; Fengfan Zhou; Zhenfeng Zhang; Wanbin Zhang
Journal:  Chem Sci       Date:  2021-10-28       Impact factor: 9.825

Review 4.  Recent Advances in the Oxone-Mediated Synthesis of Heterocyclic Compounds.

Authors:  Helen A Goulart; Daniela R Araujo; Filipe Penteado; Raquel G Jacob; Gelson Perin; Eder J Lenardão
Journal:  Molecules       Date:  2021-12-12       Impact factor: 4.411

  4 in total

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