Literature DB >> 19053586

Titanocene(III) chloride-mediated reductions of oxazines, hydroxamic acids, and N-hydroxy carbamates.

Cara Cesario1, Lawrence P Tardibono, Marvin J Miller.   

Abstract

Titanocene(III) chloride (Cp(2)TiCl), generated in situ, reduces N-O bonds of various substrates in good to excellent yields (72-95%). Reactions may be performed with stoichiometric Cp(2)TiCl or with catalytic Cp(2)TiCl.

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Year:  2009        PMID： 19053586      PMCID： PMC2725442          DOI： 10.1021/jo802184y

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


  10 in total

1.  Novel 1,4-benzodiazepines from acylnitroso-derived hetero-Diels-Alder cycloadducts.

Authors:  Matthew D Surman; Mark J Mulvihill; Marvin J Miller
Journal:  Org Lett       Date:  2002-01-10       Impact factor: 6.005

2.  Substrate-dependent dihydroxylation of substituted cyclopentenes: toward the syntheses of carbocyclic sinefungin and noraristeromycin.

Authors:  May Xiao-Wu Jiang; Bohan Jin; Jennifer L Gage; Alain Priour; Gordon Savela; Marvin J Miller
Journal:  J Org Chem       Date:  2006-05-26       Impact factor: 4.354

3.  Regio- and stereochemically controlled formation of hydroxamic acid containing anti- or syn-1,4-cycloalkenols from acylnitroso-derived Diels-Alder adducts.

Authors:  M D Surman; M J Miller
Journal:  J Org Chem       Date:  2001-04-06       Impact factor: 4.354

4.  Synthesis and biological activity of substituted [[3(S)-(acylamino)-2-oxo-1-azetidinyl]oxy]acetic acids. A new class of heteroatom-activated beta-lactam antibiotics.

Authors:  S R Woulfe; M J Miller
Journal:  J Med Chem       Date:  1985-10       Impact factor: 7.446

5.  Titanocene-catalyzed cascade cyclization of epoxypolyprenes: straightforward synthesis of terpenoids by free-radical chemistry.

Authors:  José Justicia; Antonio Rosales; Elena Buñuel; Juan L Oller-López; Mónica Valdivia; Ali Haïdour; J Enrique Oltra; Alejandro F Barrero; Diego J Cárdenas; Juan M Cuerva
Journal:  Chemistry       Date:  2004-04-02       Impact factor: 5.236

6.  Chemoenzymatic synthesis and synthetic application of enantiopure aminocyclopentenols: total synthesis of carbocyclic (+)-uracil polyoxin C and its alpha-epimer.

Authors:  Fangzheng Li; John B Brogan; Jennifer L Gage; Deyi Zhang; Marvin J Miller
Journal:  J Org Chem       Date:  2004-06-25       Impact factor: 4.354

7.  Regio- and stereoselective ring openings of 3-Aza-2-oxabicyclo[2.2.1]hept-5-ene systems with copper catalyst-modified grignard reagents: application to the synthesis of an inhibitor of 5-lipoxygenase.

Authors:  Matthew D Surman; Mark J Mulvihill; Marvin J Miller
Journal:  J Org Chem       Date:  2002-06-14       Impact factor: 4.354

8.  Stereo- and regioselectivity of Pd(0)/InI-mediated allylic additions to aldehydes and ketones. In situ generation of allylindium(III) intermediates from N-acylnitroso Diels-Alder cycloadducts and 1-amino-4-acetoxycyclopentenes.

Authors:  Wenlin Lee; Kyung-Hee Kim; Matthew D Surman; Marvin J Miller
Journal:  J Org Chem       Date:  2003-01-10       Impact factor: 4.354

9.  Regio- and diastereoselective reductive coupling of vinylepoxides catalyzed by titanocene chloride.

Authors:  Alejandro F Barrero; José F Quílez del Moral; Elena M Sánchez; Jesús F Arteaga
Journal:  Org Lett       Date:  2006-02-16       Impact factor: 6.005

10.  Heteroatom-activated beta-lactam antibiotics: considerations of differences in the biological activity of [[3(S)-(acylamino)-2-oxo-1-azetidinyl]oxy]acetic acids (oxamazins) and the corresponding sulfur analogues (thiamazins).

Authors:  D B Boyd; C Eigenbrot; J M Indelicato; M J Miller; C E Pasini; S R Woulfe
Journal:  J Med Chem       Date:  1987-03       Impact factor: 7.446
  10 in total
  12 in total

1.  Palladium(0)/indium iodide-mediated allylations of electrophiles generated from the hydrolysis of Eschenmoser's salt: One-pot preparation of diverse carbocyclic scaffolds.

Authors:  Cara Cesario; Marvin J Miller
Journal:  Tetrahedron Lett       Date:  2010-06-09       Impact factor: 2.415

2.  Regio- and stereochemically controlled formation of hydroxamic acids from indium triflate-mediated nucleophilic ring-opening reactions with acylnitroso-Diels-Alder adducts.

Authors:  Baiyuan Yang; Marvin J Miller
Journal:  Tetrahedron Lett       Date:  2010-02-10       Impact factor: 2.415

3.  N-O chemistry for antibiotics: discovery of N-alkyl-N-(pyridin-2-yl)hydroxylamine scaffolds as selective antibacterial agents using nitroso Diels-Alder and ene chemistry.

Authors:  Timothy A Wencewicz; Baiyuan Yang; James R Rudloff; Allen G Oliver; Marvin J Miller
Journal:  J Med Chem       Date:  2011-09-15       Impact factor: 7.446

4.  Cyclopropanation of nitroso Diels-Alder cycloadducts and application to the synthesis of a 2',3'-methano carbocyclic nucleoside.

Authors:  Cheng Ji; Marvin J Miller
Journal:  Tetrahedron Lett       Date:  2010-07-01       Impact factor: 2.415

Review 5.  The nitrosocarbonyl hetero-Diels-Alder reaction as a useful tool for organic syntheses.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-21       Impact factor: 15.336

6.  Syntheses of carbocyclic uracil polyoxin C analogs: application of Pd(0)/InI-allylation of 4-acetoxy-2-azetidinone.

Authors:  Cara Cesario; Marvin J Miller
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

7.  Palladium-catalyzed decarboxylative rearrangements of allyl 2,2,2-trifluoroethyl malonates: direct access to homoallylic esters.

Authors:  Lawrence P Tardibono; Jerod Patzner; Cara Cesario; Marvin J Miller
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

8.  Regio- and stereoselective indium triflate-mediated nucleophilic ring-opening reactions of 3-aza-2-oxabicyclo[2.2.1]hept-5-ene and -[2.2.2]oct-5-ene systems.

Authors:  Baiyuan Yang; Marvin J Miller
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

9.  Synthesis and anticancer activity of new hydroxamic acid containing 1,4-benzodiazepines.

Authors:  Lawrence P Tardibono; Marvin J Miller
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

10.  Enantioselective syntheses of carbocyclic nuleosides 5'-homocarbovir, epi-4'-homocarbovir and their cyclopropylamine analogs using facially selective Pd-mediated allylations.

Authors:  Lawrence P Tardibono; Marvin J Miller; Jan Balzarini
Journal:  Tetrahedron       Date:  2011-02-04       Impact factor: 2.457
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