Literature DB >> 27978674

Transition-Metal-Free Synthesis of Tertiary Aminocyclopropanes.

Patrick Cyr1, Alexandre Côté-Raiche1, Sarah M Bronner1.   

Abstract

A transition-metal-free methodology for the construction of pharmaceutically relevant tertiary aminocyclopropanes is reported. Hydrazonamides, safe and stable carbene precursors, undergo smooth cyclopropanation with vinyl arenes in the presence of a base. The reaction proceeds with stereoselectivity to favor the Z isomer and provides facile access to a variety of substitution patterns through variation of the coupling partners.

Entities:  

Year:  2016        PMID: 27978674     DOI: 10.1021/acs.orglett.6b03345

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


  3 in total

1.  Asymmetric Radical Cyclopropanation of Alkenes with In Situ-Generated Donor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

Authors:  Yong Wang; Xin Wen; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2017-01-12       Impact factor: 15.419

2.  Synthesis of [3a,7a]-Dihydroindoles by a Tandem Arene Cyclopropanation/3,5-Sigmatropic Rearrangement Reaction.

Authors:  Sidney M Wilkerson-Hill; Brandon E Haines; Djamaladdin G Musaev; Huw M L Davies
Journal:  J Org Chem       Date:  2018-06-25       Impact factor: 4.354

3.  Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.

Authors:  Hao Wang; Cui Chen; Weibing Liu; Zhibo Zhu
Journal:  Beilstein J Org Chem       Date:  2017-09-28       Impact factor: 2.883

  3 in total

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