Literature DB >> 16268529

Benzylic oxidation catalyzed by dirhodium(II,III) caprolactamate.

Arthur J Catino1, Jason M Nichols, Hojae Choi, Sidhartha Gottipamula, Michael P Doyle.   

Abstract

[reaction: see text] Dirhodium caprolactamate [Rh2(cap)4] is an effective catalyst for benzylic oxidation with tert-butyl hydroperoxide (TBHP) under mild conditions. Sodium bicarbonate is the optimal base additive for substrate conversion. Benzylic carbonyl compounds are readily obtained, and a formal synthesis of palmarumycin CP2 using this methodology is described.

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Year:  2005        PMID： 16268529     DOI： 10.1021/ol0520020

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


  10 in total

1.  The oxidative mannich reaction catalyzed by dirhodium caprolactamate.

Authors:  Arthur J Catino; Jason M Nichols; Brian J Nettles; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2006-05-03       Impact factor: 15.419

2.  Enantioselective synthesis of (-)-jiadifenin, a potent neurotrophic modulator.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

3.  A Highly Selective Vanadium Catalyst for Benzylic C-H Oxidation.

Authors:  Ji-Bao Xia; Kevin W Cormier; Chuo Chen
Journal:  Chem Sci       Date:  2012-04-13       Impact factor: 9.825

4.  Perspective on dirhodium carboxamidates as catalysts.

Authors:  Michael P Doyle
Journal:  J Org Chem       Date:  2006-12-08       Impact factor: 4.354

5.  Total synthesis, structure revision and cytotoxic activity of Sch 53825 and its derivatives.

Authors:  Leichuan Xu; Haoyun Ma; Xinkun An; Yihao Li; Qian Zhang; Xinlei Liu; Mingan Wang
Journal:  RSC Adv       Date:  2022-06-14       Impact factor: 4.036

6.  Illicium sesquiterpenes: divergent synthetic strategy and neurotrophic activity studies.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2013-03-22       Impact factor: 5.236

7.  Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen.

Authors:  Hans Sterckx; Johan De Houwer; Carl Mensch; Wouter Herrebout; Kourosch Abbaspour Tehrani; Bert U W Maes
Journal:  Beilstein J Org Chem       Date:  2016-01-27       Impact factor: 2.883

8.  Cobalt(ii)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA.

Authors:  Tianlei Li; Jishun Li; Zihao Zhu; Weidong Pan; Song Wu
Journal:  RSC Adv       Date:  2019-07-04       Impact factor: 3.361

9.  Diastereoselective and enantioselective reduction of tetralin-1,4-dione.

Authors:  E Peter Kündig; Alvaro Enriquez-Garcia
Journal:  Beilstein J Org Chem       Date:  2008-10-22       Impact factor: 2.883

10.  Mixed-ligand complexes of paddlewheel dinuclear molybdenum as hydrodehalogenation catalysts for polyhaloalkanes.

Authors:  Hayato Tsurugi; Akio Hayakawa; Shun Kando; Yoshitaka Sugino; Kazushi Mashima
Journal:  Chem Sci       Date:  2015-03-31       Impact factor: 9.825
  10 in total

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