Literature DB >> 22452332

Rh2(S-biTISP)2-catalyzed asymmetric functionalization of indoles and pyrroles with vinylcarbenoids.

Yajing Lian1, Huw M L Davies.   

Abstract

Asymmetric functionalization of N-heterocycles by vinylcarbenoids in the presence of catalytic amounts of Rh(2)(S-biTISP)(2) has been successfully developed. This bridged dirhodium catalyst not only selectively enforces the reaction to occur at the vinylogous position of the carbenoid but also affords high levels of asymmetric induction.

Entities:  

Mesh：

Substances：

Year:  2012        PMID： 22452332      PMCID： PMC3351204          DOI： 10.1021/ol300632p

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


  31 in total

Review 1.  Practical methodologies for the synthesis of indoles.

Authors:  Guy R Humphrey; Jeffrey T Kuethe
Journal:  Chem Rev       Date:  2006-07       Impact factor: 60.622

2.  C-H activation as a strategic reaction: enantioselective synthesis of 4-substituted indoles.

Authors:  Huw M L Davies; James R Manning
Journal:  J Am Chem Soc       Date:  2006-02-01       Impact factor: 15.419

3.  Tandem catalytic asymmetric Friedel-Crafts/Henry reaction: control of three contiguous acyclic stereocenters.

Authors:  Takayoshi Arai; Naota Yokoyama
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  On the mechanism and selectivity of the combined C-H activation/Cope rearrangement.

Authors:  Jørn H Hansen; Timothy M Gregg; Stephanie R Ovalles; Yajing Lian; Jochen Autschbach; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2011-03-08       Impact factor: 15.419

Review 5.  Chiral molecules containing the pyrrole framework.

Authors:  Srinath Thirumalairajan; Beth M Pearce; Alison Thompson
Journal:  Chem Commun (Camb)       Date:  2010-01-26       Impact factor: 6.222

Review 6.  Marine indole alkaloids: potential new drug leads for the control of depression and anxiety.

Authors:  Anna J Kochanowska-Karamyan; Mark T Hamann
Journal:  Chem Rev       Date:  2010-08-11       Impact factor: 60.622

7.  Multifunctionalized 3-hydroxypyrroles in a three-step, one-pot cascade process from methyl 3-TBSO-2-diazo-3-butenoate and nitrones.

Authors:  Xinfang Xu; Maxim O Ratnikov; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2011-10-27       Impact factor: 6.005

8.  Rhodium-catalyzed [3 + 2] annulation of indoles.

Authors:  Yajing Lian; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2010-01-20       Impact factor: 15.419

9.  Enantioselective Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes.

Authors:  David A Evans; Keith R Fandrick; Hyun-Ji Song; Karl A Scheidt; Risheng Xu
Journal:  J Am Chem Soc       Date:  2007-07-21       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
View more
  16 in total

1.  Rh2(R-TPCP)4-catalyzed enantioselective [3+2]-cycloaddition between nitrones and vinyldiazoacetates.

Authors:  Changming Qin; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2013-09-20       Impact factor: 15.419

2.  Reversal of the regiochemistry in the rhodium-catalyzed [4+3] cycloaddition between vinyldiazoacetates and dienes.

Authors:  Pablo E Guzmán; Yajing Lian; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-29       Impact factor: 15.336

3.  Alkynoate synthesis through the vinylogous reactivity of rhodium(II) carbenoids.

Authors:  Damien Valette; Yajing Lian; John P Haydek; Kenneth I Hardcastle; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-16       Impact factor: 15.336

4.  A Stereoselective [3+1] Ring Expansion for the Synthesis of Highly Substituted Methylene Azetidines.

Authors:  Steven C Schmid; Ilia A Guzei; Jennifer M Schomaker
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-01       Impact factor: 15.336

5.  Aziridinium Ylides: Underutilized Intermediates for Complex Amine Synthesis.

Authors:  Hillary J Dequina; Jennifer M Schomaker
Journal:  Trends Chem       Date:  2020-09-02

6.  Rhodium-catalyzed enantioselective vinylogous addition of enol ethers to vinyldiazoacetates.

Authors:  Austin G Smith; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

7.  Synthesis of tetrahydropyridazines by a metal-carbene-directed enantioselective vinylogous N-H insertion/Lewis acid-catalyzed diastereoselective Mannich addition.

Authors:  Xinfang Xu; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-03       Impact factor: 15.336

8.  Finding Opportunities from Surprises and Failures. Development of Rhodium-Stabilized Donor/Acceptor Carbenes and Their Application to Catalyst-Controlled C-H Functionalization.

Authors:  Huw M L Davies
Journal:  J Org Chem       Date:  2019-10-10       Impact factor: 4.354

9.  Direct Synthesis of 5-Aryl Barbituric Acids by Rhodium(II)-Catalyzed Reactions of Arenes with Diazo Compounds.

Authors:  Daniel Best; David J Burns; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-05-08       Impact factor: 15.336

10.  Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates.

Authors:  Magnus Mortén; Martin Hennum; Tore Bonge-Hansen
Journal:  Beilstein J Org Chem       Date:  2015-10-20       Impact factor: 2.883
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.