Literature DB >> 19322414

A model study for the concise construction of the oxapentacyclic core of cortistatins through intramolecular Diels-Alder and oxidative dearomatization-cyclization reactions.

Lianzhu Liu1, Yingxiang Gao, Chao Che, Na Wu, David Zhigang Wang, Chuang-Chuang Li, Zhen Yang.   

Abstract

A unified strategy towards the facile construction of the [6.7.6.5] oxapentacyclic skeleton of cortistatins is reported, featuring intramolecular Diels-Alder (IMDA) and oxidative dearomatization-cyclization reactions as key steps.

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Year:  2008        PMID： 19322414     DOI： 10.1039/b817376a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

2.  Formal total synthesis of (±)-cortistatin A.

Authors:  Eric M Simmons; Alison R Hardin-Narayan; Xuelei Guo; Richmond Sarpong
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

3.  Synthetic studies toward (+)-cortistatin A.

Authors:  Zhang Wang; Mingji Dai; Peter K Park; Samuel J Danishefsky
Journal:  Tetrahedron       Date:  2011-10-29       Impact factor: 2.457

4.  Total synthesis of (±)-cortistatin J from furan.

Authors:  Mark G Nilson; Raymond L Funk
Journal:  J Am Chem Soc       Date:  2011-07-21       Impact factor: 15.419

5.  Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans.

Authors:  Alexey Kuznetsov; Anton Makarov; Aleksandr E Rubtsov; Alexander V Butin; Vladimir Gevorgyan
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

6.  Scalable synthesis of cortistatin A and related structures.

Authors:  Jun Shi; Georg Manolikakes; Chien-Hung Yeh; Carlos A Guerrero; Ryan A Shenvi; Hiroki Shigehisa; Phil S Baran
Journal:  J Am Chem Soc       Date:  2011-05-03       Impact factor: 15.419

7.  Torsional steering as friend and foe: development of a synthetic route to the briarane diterpenoid stereotetrad.

Authors:  Nicholas G Moon; Andrew M Harned
Journal:  Org Biomol Chem       Date:  2017-02-22       Impact factor: 3.876

8.  Synthesis of cortistatins A, J, K and L.

Authors:  Alec N Flyer; Chong Si; Andrew G Myers
Journal:  Nat Chem       Date:  2010-08-01       Impact factor: 24.427

9.  A hypervalent iodine-induced double annulation enables a concise synthesis of the pentacyclic core structure of the cortistatins.

Authors:  Jessica L Frie; Christopher S Jeffrey; Erik J Sorensen
Journal:  Org Lett       Date:  2009-12-03       Impact factor: 6.005
  9 in total

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