Literature DB >> 18500838

Oxidative rearrangement of tertiary allylic alcohols employing oxoammonium salts.

Masatoshi Shibuya1, Masaki Tomizawa, Yoshiharu Iwabuchi.   

Abstract

Practical and highly efficient methods for oxidative rearrangement of tertiary allylic alcohols to beta-substituted alpha,beta-unsaturated carbonyl compounds employing oxoammonium salts are described. The methods developed are applicable to acyclic substrates as well as medium membered ring substrates and macrocyclic substrates. The counteranion of the oxoammonium salt plays crucial roles on this oxidative rearrangement.

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Year:  2008        PMID： 18500838     DOI： 10.1021/jo800634r

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  9 in total

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2.  Development of a Unified Enantioselective, Convergent Synthetic Approach Toward the Furanobutenolide-Derived Polycyclic Norcembranoid Diterpenes: Asymmetric Formation of the Polycyclic Norditerpenoid Carbocyclic Core by Tandem Annulation Cascade.

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Journal:  J Org Chem       Date:  2018-03-19       Impact factor: 4.354

3.  Model Studies To Access the [6,7,5,5]-Core of Ineleganolide Using Tandem Translactonization-Cope or Cyclopropanation-Cope Rearrangements as Key Steps.

Authors:  Jennifer L Roizen; Amanda C Jones; Russell C Smith; Scott C Virgil; Brian M Stoltz
Journal:  J Org Chem       Date:  2017-11-21       Impact factor: 4.354

4.  Synthesis of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl and their use in oxidative reactions.

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Authors:  Yazmin I Avila-Vega; Cesar C Leyva-Porras; Marcela Mireles; Manuel Quevedo-López; Javier Macossay; José Bonilla-Cruz
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6.  Enantioselective, Convergent Synthesis of the Ineleganolide Core by a Tandem Annulation Cascade.

Authors:  Robert A Craig; Jennifer L Roizen; Russell C Smith; Amanda C Jones; Scott C Virgil; Brian M Stoltz
Journal:  Chem Sci       Date:  2016-08-17       Impact factor: 9.825

7.  Hydrative Aminoxylation of Ynamides: One Reaction, Two Mechanisms.

Authors:  Alexandre Pinto; Daniel Kaiser; Boris Maryasin; Giovanni Di Mauro; Leticia González; Nuno Maulide
Journal:  Chemistry       Date:  2018-01-24       Impact factor: 5.236

8.  FeCl2-Mediated Rearrangement of Allylic Alcohols.

Authors:  Anita A Oppong-Quaicoe; Brenton DeBoef
Journal:  ACS Omega       Date:  2019-03-29

9.  An integrated screening system for the selection of exemplary substrates for natural and engineered cytochrome P450s.

Authors:  Naoki Kanoh; Ayano Kawamata-Asano; Kana Suzuki; Yusuke Takahashi; Takeshi Miyazawa; Takemichi Nakamura; Takashi Moriya; Hiroyuki Hirano; Hiroyuki Osada; Yoshiharu Iwabuchi; Shunji Takahashi
Journal:  Sci Rep       Date:  2019-12-02       Impact factor: 4.379
  9 in total

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