Literature DB >> 19847340

Heterocycles from cyclopropanes: applications in natural product synthesis.

Cheryl A Carson1, Michael A Kerr.   

Abstract

The construction of heterocyclic compounds from activated cyclopropane derivatives offers an alternative strategy for the preparation of molecules that may be of interest from a structural or biological standpoint. Several newly developed methods provide access to densely functionalized heterocycles in a manner that can be considered useful for both diversity- and target-oriented synthetic approaches. This tutorial review focuses on the latter, describing recent developments and applications of cyclopropane ring-expansion reactions in natural product synthesis.

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Year:  2009        PMID: 19847340     DOI: 10.1039/b901245c

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  50 in total

1.  Umpolung α-Silylation of Cyclopropyl Acetates via Low-Temperature Catalytic C-C Activation.

Authors:  Thirupataiah Avullala; Parham Asgari; Yuanda Hua; Apparao Bokka; Shawn G Ridlen; Kyungsuk Yum; H V Rasika Dias; Junha Jeon
Journal:  ACS Catal       Date:  2018-12-03       Impact factor: 13.084

2.  Intramolecular Acetyl Transfer to Olefins by Catalytic C-C Bond Activation of Unstrained Ketones.

Authors:  Zi-Qiang Rong; Hee Nam Lim; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-08       Impact factor: 15.336

3.  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

4.  Cyclopentadienones via a tandem C-cyclopropylnitrone cyclization-cycloreversion sequence.

Authors:  Ihsan Erden; Christian Gärtner; Jingxiang Ma; Gabriel Cabrera; Kate Markham; Saeed Azimi; Scott Gronert
Journal:  European J Org Chem       Date:  2017-09-14

5.  Rhodium(III)-Catalyzed C-H Activation Mediated Synthesis of Isoquinolones from Amides and Cyclopropenes.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Synlett       Date:  2013       Impact factor: 2.454

6.  Diamidocarbenes as versatile and reversible [2 + 1] cycloaddition reagents.

Authors:  Jonathan P Moerdyk; Christopher W Bielawski
Journal:  Nat Chem       Date:  2012-02-12       Impact factor: 24.427

Review 7.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

8.  Palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloadditions of substituted vinylcyclopropanes.

Authors:  Barry M Trost; Patrick J Morris; Simon J Sprague
Journal:  J Am Chem Soc       Date:  2012-10-10       Impact factor: 15.419

9.  Rhodium-catalyzed enantioselective cyclopropanation of electron deficient alkenes.

Authors:  Hengbin Wang; David M Guptill; Adrian Varela Alvarez; Djamaladdin G Musaev; Huw M L Davies
Journal:  Chem Sci       Date:  2013-07       Impact factor: 9.825

10.  Lewis acid mediated (3 + 2) cycloadditions of donor-acceptor cyclopropanes with heterocumulenes.

Authors:  Alexander F G Goldberg; Nicholas R O'Connor; Robert A Craig; Brian M Stoltz
Journal:  Org Lett       Date:  2012-10-09       Impact factor: 6.005

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