Literature DB >> 25474724

2,2,2-Trichloroethyl aryldiazoacetates as robust reagents for the enantioselective C-H functionalization of methyl ethers.

David M Guptill1, Huw M L Davies.   

Abstract

A new class of reagents is described for C-H functionalization by means of C-H insertion using donor/acceptor-substituted rhodium(II) carbene intermediates. The 2,2,2-trichloroethyl aryl and heteroaryl diazoacetates, together with the dirhodium triarylcyclopropane carboxylate catalyst Rh2(R-BPCP)4, enabled the enantioselective intermolecular C-H functionalization of a range of methyl ethers with high levels of site selectivity and enantioselectivity.

Entities:  

Year:  2014        PMID： 25474724     DOI： 10.1021/ja5107404

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


  17 in total

1.  Enantioselective Dirhodium(II)-Catalyzed Cyclopropanations with Trimethylsilylethyl and Trichloroethyl Aryldiazoacetates.

Authors:  Solymar Negretti; Carolyn M Cohen; Jane J Chang; David M Guptill; Huw M L Davies
Journal:  Tetrahedron       Date:  2015-06-02       Impact factor: 2.457

2.  Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Cyclobutanes.

Authors:  Zachary J Garlets; Benjamin D Wertz; Wenbin Liu; Eric A Voight; Huw M L Davies
Journal:  Chem       Date:  2020-01-09       Impact factor: 22.804

3.  Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Organosilanes by Donor/Acceptor Carbenes Derived from Aryldiazoacetates.

Authors:  Zachary J Garlets; Elliot F Hicks; Jiantao Fu; Eric A Voight; Huw M L Davies
Journal:  Org Lett       Date:  2019-06-11       Impact factor: 6.005

4.  Site-selective and stereoselective functionalization of non-activated tertiary C-H bonds.

Authors:  Kuangbiao Liao; Thomas C Pickel; Vyacheslav Boyarskikh; John Bacsa; Djamaladdin G Musaev; Huw M L Davies
Journal:  Nature       Date:  2017-11-20       Impact factor: 49.962

5.  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

6.  Site-selective and stereoselective functionalization of unactivated C-H bonds.

Authors:  Kuangbiao Liao; Solymar Negretti; Djamaladdin G Musaev; John Bacsa; Huw M L Davies
Journal:  Nature       Date:  2016-05-12       Impact factor: 49.962

7.  Enantioselective Organocopper-Catalyzed Hetero Diels-Alder Reaction through in Situ Oxidation of Ethers into Enol Ethers.

Authors:  Ahmet Yesilcimen; Na-Chuan Jiang; Felix H Gottlieb; Masayuki Wasa
Journal:  J Am Chem Soc       Date:  2022-04-05       Impact factor: 16.383

8.  Enantioselective Intermolecular C-H Functionalization of Allylic and Benzylic sp(3) C-H Bonds Using N-Sulfonyl-1,2,3-triazoles.

Authors:  Robert W Kubiak; Jeffrey D Mighion; Sidney M Wilkerson-Hill; Joshua S Alford; Tetsushi Yoshidomi; Huw M L Davies
Journal:  Org Lett       Date:  2016-06-22       Impact factor: 6.005

9.  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

Review 10.  Recent advances in C(sp(3))-H bond functionalization via metal-carbene insertions.

Authors:  Bo Wang; Di Qiu; Yan Zhang; Jianbo Wang
Journal:  Beilstein J Org Chem       Date:  2016-04-25       Impact factor: 2.883
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.