Literature DB >> 21405132

Total synthesis of cortistatins A and J.

Shuji Yamashita1, Kentaro Iso, Kazuki Kitajima, Masafumi Himuro, Masahiro Hirama.   

Abstract

This paper describes the details of our synthetic studies on the marine steroidal alkaloids cortistatins A and J. The key features of our strategy include (i) an efficient Knoevenagel/electrocyclic strategy to couple the diketone and the CD-ring fragment, (ii) a chemoselective radical cyclization to construct the oxabicyclo[3.2.1]octene B-ring system, (iii) a highly stereocontrolled installation of the isoquinoline unit, and (iv) a late-stage functionalization of the A-ring.

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Year:  2011        PMID: 21405132     DOI: 10.1021/jo2002616

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  11 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.  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

3.  A total synthesis of (-)-Hortonone C.

Authors:  Doleshwar Niroula; Liam P Hallada; Snezna Rogelj; Rodolfo Tello-Aburto
Journal:  Tetrahedron       Date:  2016-12-11       Impact factor: 2.457

4.  Creation of readily accessible and orally active analogue of cortistatin a.

Authors:  Naoyuki Kotoku; Yuji Sumii; Takeshi Hayashi; Satoru Tamura; Takashi Kawachi; Sho Shiomura; Masayoshi Arai; Motomasa Kobayashi
Journal:  ACS Med Chem Lett       Date:  2012-07-10       Impact factor: 4.345

5.  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

6.  The Chemistry and Biology of Nakiterpiosin - C-nor-D-Homosteroids.

Authors:  Shuanhu Gao; Qiaoling Wang; Gelin Wang; Brett Lomenick; Jie Liu; Chih-Wei Fan; Lih-Wen Deng; Jing Huang; Lawrence Lum; Chuo Chen
Journal:  Synlett       Date:  2012-10       Impact factor: 2.454

7.  Synthesis of the Cortistatin Pentacyclic Core by Alkoxide-Directed Metallacycle-Mediated Annulative Cross-Coupling.

Authors:  Claudio Aquino; Stephen N Greszler; Glenn C Micalizio
Journal:  Org Lett       Date:  2016-05-19       Impact factor: 6.005

8.  Constructing the Architecturally Distinctive ABD-Tricycle of Phomactin A through an Intramolecular Oxa-[3 + 3] Annulation Strategy.

Authors:  Grant S Buchanan; Kevin P Cole; Gang Li; Yu Tang; Ling-Feng You; Richard P Hsung
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

9.  Total Syntheses of Proposed (±)-Trichodermatides B and C.

Authors:  Qian Li; Yan-Shuang Xu; Gregory A Ellis; Timothy S Bugni; Yu Tang; Richard P Hsung
Journal:  Tetrahedron Lett       Date:  2013-10-09       Impact factor: 2.415

10.  Towards a general diastereoselective route to oxabicyclo[3.2.1]octanes via a gold-catalysed cascade reaction.

Authors:  Junkai Fu; Yueqing Gu; Hao Yuan; Tuoping Luo; Song Liu; Yu Lan; Jianxian Gong; Zhen Yang
Journal:  Nat Commun       Date:  2015-10-16       Impact factor: 14.919

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