Literature DB >> 15469350

Studies toward the total synthesis of angelmicin B (hibarimicin B): synthesis of a model CD-D' arylnaphthoquinone.

Sridhar Narayan1, William R Roush.   

Abstract

[structure: see text] A synthesis of arylnaphthoquinone 22 corresponding to the CD-D' unit of angelmicin B via the Suzuki coupling of the D' arylboronic acid 15 with the CD bromonaphthoquinone 21 is described. The mild conditions for the Suzuki cross-coupling leading to 22 may prove to be useful for the eventual late-stage coupling of the two highly functionalized halves of angelmicin B.

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Year:  2004        PMID: 15469350     DOI: 10.1021/ol048436x

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


  9 in total

1.  Assignment and stereocontrol of hibarimicin atropoisomers.

Authors:  Ian M Romaine; Jonathan E Hempel; Ganesh Shanmugam; Hiroshi Hori; Yasuhiro Igarashi; Prasad L Polavarapu; Gary A Sulikowski
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

2.  Total syntheses of HMP-Y1, hibarimicinone, and HMP-P1.

Authors:  Brian B Liau; Benjamin C Milgram; Matthew D Shair
Journal:  J Am Chem Soc       Date:  2012-09-26       Impact factor: 15.419

3.  Synthesis of an A'B' Precursor to Angelmicin B: Product Diversification in the Suárez Lactol Fragmentation.

Authors:  Jialiang Li; Louis Todaro; David R Mootoo
Journal:  European J Org Chem       Date:  2011-09-07

4.  Gram-scale synthesis of the A'B'-subunit of angelmicin B.

Authors:  Benjamin C Milgram; Brian B Liau; Matthew D Shair
Journal:  Org Lett       Date:  2011-11-15       Impact factor: 6.005

5.  Facile synthesis of indole- or benzofuran-fused benzo[a]carbazole-1,4-diones using a tandem two-step reaction sequence.

Authors:  Shanghui Tu; Chunyong Ding; Wenxiang Hu; Fulong Li; Qizheng Yao; Ao Zhang
Journal:  Mol Divers       Date:  2010-03-14       Impact factor: 2.943

6.  Enantioselective Vanadium-Catalyzed Oxidative Coupling: Development and Mechanistic Insights.

Authors:  Houng Kang; Madison R Herling; Kyle A Niederer; Young Eun Lee; Peddiahgari Vasu Govardhana Reddy; Sangeeta Dey; Scott E Allen; Paul Sung; Kirsten Hewitt; Carilyn Torruellas; Gina J Kim; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2018-11-14       Impact factor: 4.354

7.  Synthesis of the AB subunit of angelmicin B through a tandem alkoxy radical fragmentation-etherification sequence.

Authors:  Jialiang Li; Louis J Todaro; David R Mootoo
Journal:  Org Lett       Date:  2008-03-07       Impact factor: 6.005

8.  Asymmetric Oxidative Coupling of Phenols and Hydroxycarbazoles.

Authors:  Houng Kang; Young Eun Lee; Peddiahgari Vasu Govardhana Reddy; Sangeeta Dey; Scott E Allen; Kyle A Niederer; Paul Sung; Kirsten Hewitt; Carilyn Torruellas; Madison R Herling; Marisa C Kozlowski
Journal:  Org Lett       Date:  2017-10-12       Impact factor: 6.005

9.  Generation of Aryl Radicals from Aryl Hydrazines via Catalytic Iodine in Air: Arylation of Substituted 1,4-Naphthoquinones.

Authors:  Saibal Sar; Jyoti Chauhan; Subhabrata Sen
Journal:  ACS Omega       Date:  2020-02-21
  9 in total

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