Literature DB >> 18410121

Stereocontrolled assembly of the C3/C3' dideoxy core of lomaiviticin A/B and congeners.

Weidong Zhang1, Aleksandra Baranczak, Gary A Sulikowski.   

Abstract

The dideoxy core (23) of lomaiviticinone and congener 15 were derived starting from (-)-quinic acid in a stereocontrolled fashion.

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Year:  2008        PMID： 18410121     DOI： 10.1021/ol800460a

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


  12 in total

1.  Asymmetric total synthesis of the epoxykinamycin FL-120 B'.

Authors:  Stephen S Scully; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-30       Impact factor: 15.336

2.  Synthetic studies directed toward dideoxy lomaiviticinone lead to unexpected 1,2-oxazepine and isoxazole formation.

Authors:  Aleksandra Baranczak; Gary A Sulikowski
Journal:  Org Lett       Date:  2012-02-06       Impact factor: 6.005

3.  11-Step enantioselective synthesis of (-)-lomaiviticin aglycon.

Authors:  Seth B Herzon; Liang Lu; Christina M Woo; Shivajirao L Gholap
Journal:  J Am Chem Soc       Date:  2011-01-31       Impact factor: 15.419

4.  Enantioselective synthesis of the lomaiviticin aglycon full carbon skeleton reveals remarkable remote substituent effects during the dimerization event.

Authors:  Hong Geun Lee; Jae Young Ahn; Amy S Lee; Matthew D Shair
Journal:  Chemistry       Date:  2010-11-22       Impact factor: 5.236

Review 5.  Diazo Compounds: Versatile Tools for Chemical Biology.

Authors:  Kalie A Mix; Matthew R Aronoff; Ronald T Raines
Journal:  ACS Chem Biol       Date:  2016-10-26       Impact factor: 5.100

6.  Discovery of the lomaiviticin biosynthetic gene cluster in Salinispora pacifica.

Authors:  Jeffrey E Janso; Brad A Haltli; Alessandra S Eustáquio; Kerry Kulowski; Abraham J Waldman; Li Zha; Hitomi Nakamura; Valerie S Bernan; Haiyin He; Guy T Carter; Frank E Koehn; Emily P Balskus
Journal:  Tetrahedron       Date:  2014-07-08       Impact factor: 2.457

7.  Multigram Synthesis of 1-O-Acetyl-3-O-(4-methoxybenzyl)-4-N-(9-fluorenylmethoxycarbonyl)-4-N-methyl-L-pyrrolosamine.

Authors:  Matthew Burk; Nolan Wilson; Seth B Herzon
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

8.  Synthesis of the N-(tert-butyloxycarbonyl)-O-triisopropylsilyl-D-pyrrolosamine Glycal of Lomaiviticin A & B via Epimerization of L-Threonine.

Authors:  William J Morris; Matthew D Shair
Journal:  Tetrahedron Lett       Date:  2010-08-18       Impact factor: 2.415

9.  Development of enantioselective synthetic routes to (-)-kinamycin F and (-)-lomaiviticin aglycon.

Authors:  Christina M Woo; Shivajirao L Gholap; Liang Lu; Miho Kaneko; Zhenwu Li; P C Ravikumar; Seth B Herzon
Journal:  J Am Chem Soc       Date:  2012-10-03       Impact factor: 15.419

10.  Structure Revision of the Lomaiviticins.

Authors:  Lee Joon Kim; Mengzhao Xue; Xin Li; Zhi Xu; Eric Paulson; Brandon Mercado; Hosea M Nelson; Seth B Herzon
Journal:  J Am Chem Soc       Date:  2021-04-26       Impact factor: 15.419
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