Literature DB >> 16594695

Catalytic enantioselective O-H insertion reactions.

Thomas C Maier1, Gregory C Fu.   

Abstract

The first effective method for catalytic enantioselective insertions into O-H bonds has been developed. Specifically, a copper/bisazaferrocene catalyst couples alcohols such as 2-trimethylsilylethanol with alpha-aryl-alpha-diazo esters in high yield and good ee.

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Year:  2006        PMID: 16594695      PMCID: PMC2517123          DOI: 10.1021/ja0607739

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Cu(I)/bis(azaferrocene)-catalyzed enantioselective synthesis of beta-lactams via couplings of alkynes with nitrones.

Authors:  Michael M-C Lo; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2002-05-01       Impact factor: 15.419

2.  Enantioselective catalytic aziridinations and asymmetric nitrene insertions into CH bonds.

Authors:  Paul Müller; Corinne Fruit
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

3.  Catalytic enantioselective C-H activation by means of metal-carbenoid-induced C-H insertion.

Authors:  Huw M L Davies; Rohan E J Beckwith
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

4.  Recent advances in catalytic intramolecular C-H aminations.

Authors:  Huw M L Davies; Matthew S Long
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-06       Impact factor: 15.336

Review 5.  Recent advances in catalytic, enantioselective alpha aminations and alpha oxygenations of carbonyl compounds.

Authors:  Jacob M Janey
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-11       Impact factor: 15.336

  5 in total
  18 in total

1.  Enantioselective iron-catalysed O-H bond insertions.

Authors:  Shou-Fei Zhu; Yan Cai; Hong-Xiang Mao; Jian-Hua Xie; Qi-Lin Zhou
Journal:  Nat Chem       Date:  2010-05-09       Impact factor: 24.427

2.  Vinylogous aldol products from chiral crotylsilanes obtained by enantioselective Rh(II) and Cu(I) carbenoid Si-H insertion.

Authors:  Jie Wu; Yu Chen; James S Panek
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

3.  Site-Selective and Stereoselective O-Alkylation of Glycosides by Rh(II)-Catalyzed Carbenoid Insertion.

Authors:  Jicheng Wu; Xiaolei Li; Xiaotian Qi; Xiyan Duan; Weston L Cracraft; Ilia A Guzei; Peng Liu; Weiping Tang
Journal:  J Am Chem Soc       Date:  2019-12-03       Impact factor: 15.419

4.  Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans.

Authors:  Sunghee Son; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2007-02-07       Impact factor: 15.419

5.  Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

Authors:  Lei Zhou; Michael P Doyle
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

6.  Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes.

Authors:  Stepan Chuprakov; Brady T Worrell; Nicklas Selander; Rakesh K Sit; Valery V Fokin
Journal:  J Am Chem Soc       Date:  2013-12-17       Impact factor: 15.419

7.  Scope and mechanistic analysis of the enantioselective synthesis of allenes by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and propargylic alcohols.

Authors:  Zhanjie Li; Vyacheslav Boyarskikh; Jørn H Hansen; Jochen Autschbach; Djamaladdin G Musaev; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-09-11       Impact factor: 15.419

8.  Enantioselective C-H Olefination of α-Hydroxy and α-Amino Phenylacetic Acids by Kinetic Resolution.

Authors:  Kai-Jiong Xiao; Ling Chu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-22       Impact factor: 15.336

9.  Palladium-catalyzed α-arylation of zinc enolates of esters: reaction conditions and substrate scope.

Authors:  Takuo Hama; Shaozhong Ge; John F Hartwig
Journal:  J Org Chem       Date:  2013-08-21       Impact factor: 4.354

10.  PREPARATION OF ISOPROPYL 2-DIAZOACETYL(PHENYL)CARBAMATE.

Authors:  Hubert Muchalski; Amanda B Doody; Timothy L Troyer; Jeffrey N Johnston
Journal:  Organic Synth       Date:  2011-02-08
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