Literature DB >> 17685534

Application of Pd(0)-catalyzed intramolecular oxazine formation to the efficient total synthesis of (-)-anisomycin.

Jae-Eun Joo1, Kee-Young Lee, Van-Thoai Pham, Yong-Shou Tian, Won-Hun Ham.   

Abstract

The enantioselective total synthesis of (-)-anisomycin, a potent antibiotic agent, has been achieved. The key steps are a Pd(0)-catalyzed stereoselective intramolecular oxazine formation from d-tyrosine and pyrrolidine formation by catalytic hydrogenation of the oxazine.

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Year:  2007        PMID: 17685534     DOI: 10.1021/ol701519b

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


  3 in total

1.  Biosynthesis of the pyrrolidine protein synthesis inhibitor anisomycin involves novel gene ensemble and cryptic biosynthetic steps.

Authors:  Xiaoqing Zheng; Qiuxiang Cheng; Fen Yao; Xiaozheng Wang; Lingxin Kong; Bo Cao; Min Xu; Shuangjun Lin; Zixin Deng; Yit-Heng Chooi; Delin You
Journal:  Proc Natl Acad Sci U S A       Date:  2017-04-03       Impact factor: 11.205

2.  Catalytic, Enantioselective α-Alkylation of Azlactones with Nonconjugated Alkenes by Directed Nucleopalladation.

Authors:  Sri Krishna Nimmagadda; Mingyu Liu; Malkanthi K Karunananda; De-Wei Gao; Omar Apolinar; Jason S Chen; Peng Liu; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-27       Impact factor: 15.336

3.  A catalytic highly enantioselective allene approach to oxazolines.

Authors:  Hongwen Luo; Zheng Yang; Weilong Lin; Yangguangyan Zheng; Shengming Ma
Journal:  Chem Sci       Date:  2018-01-05       Impact factor: 9.825

  3 in total

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