Literature DB >> 22148865

Enantioselective biomimetic total syntheses of katsumadain and katsumadain C.

Pengtao Zhang1, Yongguang Wang, Ruiyang Bao, Tuoping Luo, Zhen Yang, Yefeng Tang.   

Abstract

Enantioselective total syntheses of katsumadain and katsumadain C were achieved concisely through a biomimetic approach. Assembly of styryl-2-pyranone (3) and monoterpene 6 via acid-promoted regio- and stereoselective C-C bond formation afforded katsumadain (2), which underwent the photoinduced [2 + 2] dimerization in a head-to-tail mode to furnish katsumadain C (1).
© 2011 American Chemical Society

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Year:  2011        PMID： 22148865     DOI： 10.1021/ol2029433

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


  4 in total

1.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

2.  Stereoselective preparation of cyclobutanes with four different substituents: total synthesis and structural revision of pipercyclobutanamide A and piperchabamide G.

Authors:  Renhe Liu; Min Zhang; Thomas P Wyche; Gabrielle N Winston-McPherson; Tim S Bugni; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-19       Impact factor: 15.336

3.  Chemo- and Stereoselective Intermolecular [2+2] Photocycloaddition of Conjugated Dienes using Colloidal Nanocrystal Photocatalysts.

Authors:  Yishu Jiang; Muwen Yang; Yue Wu; Rafael López-Arteaga; Cameron R Rogers; Emily A Weiss
Journal:  Chem Catal       Date:  2021-03-02

4.  Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition.

Authors:  Yongguang Wang; Ruiyang Bao; Shengdian Huang; Yefeng Tang
Journal:  Beilstein J Org Chem       Date:  2013-08-06       Impact factor: 2.883
  4 in total

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