Literature DB >> 16925409

Synthesis of taiwaniaquinoids via Nazarov triflation.

Guangxin Liang1, Yue Xu, Ian B Seiple, Dirk Trauner.   

Abstract

A unified approach toward the taiwaniaquinoids that has yielded four natural products is described. A new variant of the Nazarov reaction with concomitant formation of an enol triflate serves as one of the key steps, considerably shortening the synthetic scheme and providing a general entry into this class of bioactive natural products.

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Year:  2006        PMID： 16925409     DOI： 10.1021/ja062505g

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

1.  Ethylene in organic synthesis: a new route to anticholenergic pyrrolidinoindolines, and other molecules with all carbon-quaternary centers via asymmetric hydrovinylation.

Authors:  Hwan Jung Lim; T V RajanBabu
Journal:  Org Lett       Date:  2011-11-21       Impact factor: 6.005

2.  Enantioselective total syntheses of (-)-taiwaniaquinone H and (-)-taiwaniaquinol B by iridium-catalyzed borylation and palladium-catalyzed asymmetric α-arylation.

Authors:  Xuebin Liao; Levi M Stanley; John F Hartwig
Journal:  J Am Chem Soc       Date:  2011-01-26       Impact factor: 15.419

3.  Chemical and biological studies of nakiterpiosin and nakiterpiosinone.

Authors:  Shuanhu Gao; Qiaoling Wang; Lily Jun-Shen Huang; Lawrence Lum; Chuo Chen
Journal:  J Am Chem Soc       Date:  2010-01-13       Impact factor: 15.419

4.  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

5.  Synthesis and structure revision of nakiterpiosin.

Authors:  Shuanhu Gao; Qiaoling Wang; Chuo Chen
Journal:  J Am Chem Soc       Date:  2009-02-04       Impact factor: 15.419

Review 6.  Rational design of dynamic ammonium salt catalysts towards more flexible and selective function.

Authors:  Kazuaki Ishihara
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2009       Impact factor: 3.493

7.  Salen promoted enantioselective Nazarov cyclizations of activated and unactivated dienones.

Authors:  Gerri E Hutson; Yunus E Türkmen; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2013-03-25       Impact factor: 15.419

8.  A catalytic, enantioselective formal synthesis of (+)-dichroanone and (+)-taiwaniaquinone H.

Authors:  Samantha E Shockley; Jeffrey C Holder; Brian M Stoltz
Journal:  Org Lett       Date:  2014-12-09       Impact factor: 6.005
  8 in total

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