Literature DB >> 17608538

Short and efficient total synthesis of luotonin A and 22-hydroxyacuminatine using a common cascade strategy.

Hai-Bin Zhou1, Guan-Sai Liu, Zhu-Jun Yao.   

Abstract

Total syntheses of 22-hydroxyacuminatine and luotonin A were achieved in direct fashion and high overall yields (16% in eight steps and 47% in five steps, respectively). A mild cascade methodology was successfully applied in both syntheses as a common strategy. The new approach presents the advantages of short routes, high overall yields, use of stable intermediates, and ease of operations.

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Year:  2007        PMID: 17608538     DOI: 10.1021/jo070837d

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

1.  Design, synthesis, and biological evaluation of 14-substituted aromathecins as topoisomerase I inhibitors.

Authors:  Maris A Cinelli; Andrew Morrell; Thomas S Dexheimer; Evan S Scher; Yves Pommier; Mark Cushman
Journal:  J Med Chem       Date:  2008-07-17       Impact factor: 7.446

2.  Discovery of Cytochrome P450 4F11 Activated Inhibitors of Stearoyl Coenzyme A Desaturase.

Authors:  Sarah E Winterton; Emanuela Capota; Xiaoyu Wang; Hong Chen; Prema L Mallipeddi; Noelle S Williams; Bruce A Posner; Deepak Nijhawan; Joseph M Ready
Journal:  J Med Chem       Date:  2018-06-19       Impact factor: 7.446

3.  Design and synthesis of C-aryl angular luotonins via a one-pot aza-Nazarov-Friedlander sequence and their Topo-I inhibition studies along with C-aryl vasicinones and luotonins.

Authors:  Sivappa Rasapalli; Vamshikrishna Reddy Sammeta; Zachary F Murphy; James A Golen; Keli Agama; Yves Pommier; Sergey N Savinov
Journal:  Bioorg Med Chem Lett       Date:  2021-03-30       Impact factor: 2.940

Review 4.  Recent advances in the studies on luotonins.

Authors:  Jing Lu Liang; Hyo Chang Cha; Yurngdong Jahng
Journal:  Molecules       Date:  2011-06-14       Impact factor: 4.411

5.  Weinreb amidation as the cornerstone of an improved synthetic route to A-ring-modified derivatives of luotonin A.

Authors:  Norbert Haider; Simon Nuß
Journal:  Molecules       Date:  2012-09-25       Impact factor: 4.411

6.  The Forty-Sixth Euro Congress on Drug Synthesis and Analysis: Snapshot .

Authors:  Pavel Mucaji; Atanas G Atanasov; Andrzej Bak; Violetta Kozik; Karolina Sieron; Mark Olsen; Weidong Pan; Yazhou Liu; Shengchao Hu; Junjie Lan; Norbert Haider; Robert Musiol; Jan Vanco; Marc Diederich; Seungwon Ji; Jan Zitko; Dongdong Wang; Danica Agbaba; Katarina Nikolic; Slavica Oljacic; Jelica Vucicevic; Daniela Jezova; Anna Tsantili-Kakoulidou; Fotios Tsopelas; Constantinos Giaginis; Teresa Kowalska; Mieczyslaw Sajewicz; Jerzy Silberring; Przemyslaw Mielczarek; Marek Smoluch; Izabela Jendrzejewska; Jaroslaw Polanski; Josef Jampilek
Journal:  Molecules       Date:  2017-10-28       Impact factor: 4.411

7.  A Facile Oxidative Opening of the C-Ring in Luotonin A and Derivatives.

Authors:  Amra Ibric; Kathrin Dutter; Brigitte Marian; Norbert Haider
Journal:  Molecules       Date:  2017-09-12       Impact factor: 4.411

  7 in total

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