Literature DB >> 34334830

Synthesis of Cyclohexane-Angularly-Fused Triquinanes.

Hongjun Jeon1,2, Jeffrey D Winkler1.   

Abstract

Cyclohexane-angularly-fused triquinanes, 6-5-5-5 tetracycles, have attracted the attention of synthetic chemists due to their highly congested core structures and multiple quaternary carbon centers. This review focuses on the six completed total synthesis of naturally occurring cyclohexane-angularly-fused triquinanes in addition to seven notable methodologies that have been developed for the synthesis of these structures.

Entities:  

Keywords:  6-5-5-5 tetracycles; cyclohexane-angularly-fused triquinane; cyclopianes; natural products; total synthesis; waihoensene

Year:  2020        PMID： 34334830      PMCID： PMC8320668          DOI： 10.1055/s-0040-1705953

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  49 in total

1.  Concise and efficient total synthesis of Lycopodium alkaloid magellanine.

Authors:  Chi-Feng Yen; Chun-Chen Liao
Journal:  Angew Chem Int Ed Engl       Date:  2002-11-04       Impact factor: 15.336

2.  Sesquiterpenoids and diterpenes with antimicrobial activity from Leptosphaeria sp. XL026, an endophytic fungus in Panax notoginseng.

Authors:  Heng-Ye Chen; Ting-Kai Liu; Qiong Shi; Xiao-Long Yang
Journal:  Fitoterapia       Date:  2019-06-18       Impact factor: 2.882

Review 3.  Lycopodium alkaloids: isolation and asymmetric synthesis.

Authors:  Mariko Kitajima; Hiromitsu Takayama
Journal:  Top Curr Chem       Date:  2012

4.  Stereocomplementary Construction of Optically Active Bicyclo[4.3.0]nonenone Derivatives.

Authors:  Chisato Mukai; Jin Sung Kim; Hiroshi Sonobe; Miyoji Hanaoka
Journal:  J Org Chem       Date:  1999-09-03       Impact factor: 4.354

5.  Direct trapping of sterically encumbered aluminum enolates.

Authors:  Christian Bleschke; Matthieu Tissot; Daniel Müller; Alexandre Alexakis
Journal:  Org Lett       Date:  2013-04-22       Impact factor: 6.005

6.  Oxidation of silyl enol ethers by using IBX and IBX.N-oxide complexes: a mild and selective reaction for the synthesis of enones.

Authors:  K C Nicolaou; David L F Gray; Tamsyn Montagnon; Scott T Harrison
Journal:  Angew Chem Int Ed Engl       Date:  2002-03-15       Impact factor: 15.336

7.  Stereoselective total syntheses of three Lycopodium alkaloids, (-)-magellanine, (+)-magellaninone, and (+)-paniculatine, based on two Pauson-Khand reactions.

Authors:  Takashi Kozaka; Naoki Miyakoshi; Chisato Mukai
Journal:  J Org Chem       Date:  2007-11-29       Impact factor: 4.354

Review 8.  Synthetic Strategies toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms.

Authors:  Martin Büschleb; Stéphane Dorich; Stephen Hanessian; Daniel Tao; Kyle B Schenthal; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-02       Impact factor: 15.336

9.  Functionalized olefin cross-coupling to construct carbon-carbon bonds.

Authors:  Julian C Lo; Jinghan Gui; Yuki Yabe; Chung-Mao Pan; Phil S Baran
Journal:  Nature       Date:  2014-12-18       Impact factor: 49.962

10.  Simple, chemoselective hydrogenation with thermodynamic stereocontrol.

Authors:  Kotaro Iwasaki; Kanny K Wan; Alberto Oppedisano; Steven W M Crossley; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2014-01-15       Impact factor: 15.419
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  1 in total

1.  An efficient approach to angular tricyclic molecular architecture via Nazarov-like cyclization and double ring-expansion cascade.

Authors:  Yun-Peng Wang; Kun Fang; Yong-Qiang Tu; Jun-Jie Yin; Qi Zhao; Tian Ke
Journal:  Nat Commun       Date:  2022-04-28       Impact factor: 17.694
  1 in total

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