Literature DB >> 11720582

Nodulisporic acid A synthetic studies. 2. Construction of an eastern hemisphere subtarget.

A B Smith1, Y S Cho, H Ishiyama.   

Abstract

In this, the second of two Letters, we describe an effective assembly of (+)-4, an eastern hemisphere subtarget comprising the FGH rings of (+)-nodulisporic acid A (1) (17 steps, 9% overall yield). Central to the synthesis is a Koga three-component conjugate addition-alkylation sequence which secures the trans orientation of the vicinal quaternary methyl groups. [reaction: see text]

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Year:  2001        PMID: 11720582     DOI: 10.1021/ol016888t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Twelve-Step Asymmetric Synthesis of (-)-Nodulisporic Acid C.

Authors:  Nicole A Godfrey; Devon J Schatz; Sergey V Pronin
Journal:  J Am Chem Soc       Date:  2018-09-28       Impact factor: 15.419

2.  Total Synthesis of (-)-Nodulisporic Acid D.

Authors:  Yike Zou; Jason E Melvin; Stephen S Gonzales; Matthew J Spafford; Amos B Smith
Journal:  J Am Chem Soc       Date:  2015-06-01       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.  Total Synthesis of Shearinines D and G: A Convergent Approach to Indole Diterpenoids.

Authors:  Nicole Hauser; Michael A Imhof; Sarah S Eichenberger; Tomas Kündig; Erick M Carreira
Journal:  Angew Chem Int Ed Engl       Date:  2021-12-09       Impact factor: 16.823

  5 in total

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