Literature DB >> 20222742

Enantioselective total synthesis of otteliones A and B.

Cheng-Hui Chen1, Yu-Kai Chen, Chin-Kang Sha.   

Abstract

Enantioselective total synthesis of otteliones A and B was accomplished. The key steps are radical cyclization of an alpha-iodoketone to construct the cis-hydrindanone skeleton and Suzuki-Miyaura coupling to incorporate the aromatic group. (+)-Ottelione A was converted to (-)-ottelione B on treatment with NaOH in THF.

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Year:  2010        PMID: 20222742     DOI: 10.1021/ol902776d

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


  3 in total

1.  Synthesis and pharmacological evaluation of neurosteroid photoaffinity ligands.

Authors:  Pavel Y Savechenkov; David C Chiara; Rooma Desai; Alexander T Stern; Xiaojuan Zhou; Alexis M Ziemba; Andrea L Szabo; Yinghui Zhang; Jonathan B Cohen; Stuart A Forman; Keith W Miller; Karol S Bruzik
Journal:  Eur J Med Chem       Date:  2017-04-21       Impact factor: 6.514

2.  Synthesis and antiproliferative activities of ottelione a analogues.

Authors:  Tsai-Yuan Chang; Yun-Peng Tu; Win-Yin Wei; Hsiang Yu Chen; Chih-Shang Chen; Ying-Shuan E Lee; Jiann-Jyh Huang; Chin-Kang Sha
Journal:  ACS Med Chem Lett       Date:  2012-10-30       Impact factor: 4.345

3.  New diarylheptanoids and a hydroxylated ottelione from Ottelia alismoides.

Authors:  Thomas R Hoye; Seif-Eldin N Ayyad; Hollie J Beckord; Susan G Brown
Journal:  Nat Prod Commun       Date:  2013-03       Impact factor: 0.986

  3 in total

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