Literature DB >> 21417315

Natural product biosynthesis inspired concise and stereoselective synthesis of benzopyrones and related scaffolds.

Baburaj Baskar1, Pierre-Yves Dakas, Kamal Kumar.   

Abstract

A natural product biosynthesis-inspired strategy to explore biologically relevant chemical space is presented. A phosphine-catalyzed cascade and stereoselective annulation provides a common tricyclic benzopyrone intermediate that was efficiently transformed into diverse and related naturally occurring scaffolds.
© 2011 American Chemical Society

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Year:  2011        PMID： 21417315     DOI： 10.1021/ol200389p

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


  9 in total

1.  Phosphine-initiated general base catalysis: facile access to benzannulated 1,3-diheteroatom five-membered rings via double-Michael reactions of allenes.

Authors:  Judy Szeto; Vardhineedi Sriramurthy; Ohyun Kwon
Journal:  Org Lett       Date:  2011-09-20       Impact factor: 6.005

2.  Phosphine-catalyzed [4+2] annulations of 2-alkylallenoates and olefins: synthesis of multisubstituted cyclohexenes.

Authors:  Yang S Tran; Tioga J Martin; Ohyun Kwon
Journal:  Chem Asian J       Date:  2011-07-07

Review 3.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

Review 4.  Phosphine catalysis of allenes with electrophiles.

Authors:  Zhiming Wang; Xingzhu Xu; Ohyun Kwon
Journal:  Chem Soc Rev       Date:  2014-03-24       Impact factor: 54.564

Review 5.  Organophosphine-Catalyzed [4C+X] Annulations.

Authors:  Yangyan Li; Xiang Chen; Xiaoming Chen; Xiao Shen
Journal:  Molecules       Date:  2018-11-19       Impact factor: 4.411

6.  Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine.

Authors:  Huanzhen Ni; Weijun Yao; Yixin Lu
Journal:  Beilstein J Org Chem       Date:  2016-02-24       Impact factor: 2.883

7.  Scaffold Diversity Synthesis Delivers Complex, Structurally, and Functionally Distinct Tetracyclic Benzopyrones.

Authors:  Muthukumar G Sankar; Sayantani Roy; Tuyen Thi Ngoc Tran; Kathrin Wittstein; Jonathan O Bauer; Carsten Strohmann; Slava Ziegler; Kamal Kumar
Journal:  ChemistryOpen       Date:  2018-04-26       Impact factor: 2.911

8.  Chiral phosphine-mediated intramolecular [3 + 2] annulation: enhanced enantioselectivity by achiral Brønsted acid.

Authors:  Weijun Yao; Zhaoyuan Yu; Shan Wen; Huanzhen Ni; Nisar Ullah; Yu Lan; Yixin Lu
Journal:  Chem Sci       Date:  2017-05-17       Impact factor: 9.825

9.  A two-phase bromination process using tetraalkylammonium hydroxide for the practical synthesis of α-bromolactones from lactones.

Authors:  Yuki Yamamoto; Akihiro Tabuchi; Kazumi Hosono; Takanori Ochi; Kento Yamazaki; Shintaro Kodama; Akihiro Nomoto; Akiya Ogawa
Journal:  Beilstein J Org Chem       Date:  2021-12-09       Impact factor: 2.883
  9 in total

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