Literature DB >> 10804575

Dirhodium(II) tetrakis[methyl 2-oxaazetidine-4-carboxylate]: a chiral dirhodium(II) carboxamidate of exceptional reactivity and selectivity.

M P Doyle1, S B Davies, W Hu.   

Abstract

[formula: see text] A new chiral azetidinone-carboxylate ligand for dirhodium(II) catalysis enhances reactivity toward diazo decomposition and selectivity toward cyclopropanation enabling diazomalonates, vinyldiazoacetates, and aryldiazoacetates to be effectively used with a dirhodium(II) carboxamidate catalyst.

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Year:  2000        PMID: 10804575     DOI: 10.1021/ol005730q

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


  11 in total

1.  Cobalt(II)-catalyzed asymmetric olefin cyclopropanation with α-ketodiazoacetates.

Authors:  Xue Xu; Shifa Zhu; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-20       Impact factor: 15.336

2.  Acetoxy-Substituted Cyclopropane Dicarbonyls as Stable Donor-Acceptor-Acceptor Cyclopropanes.

Authors:  Yahaira Reyes; Keith T Mead
Journal:  Synthesis (Stuttg)       Date:  2015-10       Impact factor: 3.157

3.  Ruthenium(0)-Catalyzed C-C Coupling of Alkynes and 3-Hydroxy-2-oxindoles: Direct C-H Vinylation of Alcohols.

Authors:  Tom Luong; Shujie Chen; Ke Qu; Emma L McInturff; Michael J Krische
Journal:  Org Lett       Date:  2017-02-06       Impact factor: 6.005

4.  Perspective on dirhodium carboxamidates as catalysts.

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

5.  Solvent enhancement of reaction selectivity: a unique property of cationic chiral dirhodium carboxamidates.

Authors:  Xiaochen Wang; Carolin Weigl; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2011-05-27       Impact factor: 15.419

6.  Vinyldiazolactone as a vinylcarbene precursor: Highly selective C-H insertion and cyclopropanation reactions.

Authors:  Darren Bykowski; Kou-Hui Wu; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2006-12-20       Impact factor: 15.419

7.  Radical differentiation of two ester groups in unsymmetrical diazomalonates for highly asymmetric olefin cyclopropanation.

Authors:  Jingyi Wang; Jingjing Xie; Wan-Chen Cindy Lee; Duo-Sheng Wang; X Peter Zhang
Journal:  Chem Catal       Date:  2021-12-29

8.  Improved cyclopropanation activity of histidine-ligated cytochrome P450 enables the enantioselective formal synthesis of levomilnacipran.

Authors:  Z Jane Wang; Hans Renata; Nicole E Peck; Christopher C Farwell; Pedro S Coelho; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-06       Impact factor: 15.336

9.  Design, synthesis, and biological evaluation of platensimycin analogues with varying degrees of molecular complexity.

Authors:  K C Nicolaou; Antonia F Stepan; Troy Lister; Ang Li; Ana Montero; G Scott Tria; Craig I Turner; Yefeng Tang; Jianhua Wang; Ross M Denton; David J Edmonds
Journal:  J Am Chem Soc       Date:  2008-09-05       Impact factor: 15.419

10.  High Symmetry Dirhodium(II) Paddlewheel Complexes as Chiral Catalysts.

Authors:  Jørn Hansen; Huw M L Davies
Journal:  Coord Chem Rev       Date:  2008-03       Impact factor: 22.315

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