Literature DB >> 31305084

Factors Controlling Reactivity in the Hydrogen Atom Transfer and Radical Addition Steps of a Radical Relay Cascade.

Yike Zou1, Xiao-Song Xue1, Yifan Deng2, Amos B Smith2, K N Houk1.   

Abstract

DFT exploration of 1,5- and 1,6-hydrogen atom transfers (HAT), radical addition, and relay to alkene is reported. The reactivity of 1,5- and 1,6-HAT are similar. We also explored reactions involving a multiple radical transferring process. Initially generated radicals undergo a multiple HAT process to form multiple bonds in a "relay" fashion, provided by exquisitely balanced rates.

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Year:  2019        PMID: 31305084      PMCID: PMC6760911          DOI: 10.1021/acs.orglett.9b02023

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


  3 in total

1.  Generation of Dithianyl and Dioxolanyl Radicals Using Photoredox Catalysis: Application in the Total Synthesis of the Danshenspiroketallactones via Radical Relay Chemistry.

Authors:  Yifan Deng; Minh D Nguyen; Yike Zou; K N Houk; Amos B Smith
Journal:  Org Lett       Date:  2019-02-26       Impact factor: 6.005

Review 2.  Proton-coupled electron transfer.

Authors:  My Hang V Huynh; Thomas J Meyer
Journal:  Chem Rev       Date:  2007-11       Impact factor: 60.622

3.  Photolysis of heptanal.

Authors:  Suzanne E Paulson; De-Ling Liu; Grazyna E Orzechowska; Luis M Campos; K N Houk
Journal:  J Org Chem       Date:  2006-08-18       Impact factor: 4.354

  3 in total
  1 in total

1.  Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.

Authors:  Melanie A Short; J Miles Blackburn; Jennifer L Roizen
Journal:  Synlett       Date:  2019-11-27       Impact factor: 2.454

  1 in total

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