Literature DB >> 20136117

Total synthesis and determination of the absolute configuration of (-)-idesolide.

Hiroyuki Yamakoshi1, Masatoshi Shibuya, Masaki Tomizawa, Yuji Osada, Naoki Kanoh, Yoshiharu Iwabuchi.   

Abstract

The first total synthesis of (-)-idesolide was achieved via organocatalytic, enantioselective oxidative kinetic resolution (OKR) using (1S,4S)-4-Bn-1-Bu-AZADOH- and AZADO-catalyzed dimerization of (S)-(-)-methyl 1-hydroxy-6-oxo-2-cyclohexenecarboxylate. The absolute configuration of (-)-idesolide is determined to be 2R,2'S,3aS,7aR.

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Year:  2010        PMID: 20136117     DOI: 10.1021/ol9029676

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


  2 in total

1.  Lewis acid catalyzed intramolecular condensation of ynol ether-acetals. Synthesis of alkoxycycloalkene carboxylates.

Authors:  Vincent Tran; Thomas G Minehan
Journal:  Org Lett       Date:  2012-11-21       Impact factor: 6.005

2.  An integrated screening system for the selection of exemplary substrates for natural and engineered cytochrome P450s.

Authors:  Naoki Kanoh; Ayano Kawamata-Asano; Kana Suzuki; Yusuke Takahashi; Takeshi Miyazawa; Takemichi Nakamura; Takashi Moriya; Hiroyuki Hirano; Hiroyuki Osada; Yoshiharu Iwabuchi; Shunji Takahashi
Journal:  Sci Rep       Date:  2019-12-02       Impact factor: 4.379

  2 in total

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