Literature DB >> 12323060

Diazonamide synthesis studies: use of Negishi coupling to fashion diazonamide-related biaryls with defined axial chirality.

Ken S Feldman1, Kyle J Eastman, Guillaume Lessene.   

Abstract

The syntheses of a bis indole and an indole salicylate with the required axial chirality for diazonamide A are reported. Atropselectivity in these biaryl systems is enforced by an sp(3) stereogenic center in a lactone tether in both cases. [structure: see text]

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Year:  2002        PMID: 12323060     DOI: 10.1021/ol026694t

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


  4 in total

1.  Multicomponent synthesis of dihydrobenzoxazepinones, bearing four diversity points, as potential α-helix mimics.

Authors:  Luca Banfi; Andrea Basso; Valentina Cerulli; Giuseppe Guanti; Paulina Lecinska; Ilaria Monfardini; Renata Riva
Journal:  Mol Divers       Date:  2009-11-28       Impact factor: 2.943

2.  An expedient formal total synthesis of (-)-diazonamide A via a powerful, stereoselective O-aryl to C-aryl migration to form the C10 quaternary center.

Authors:  Chi-Ming Cheung; Frederick W Goldberg; Philip Magnus; Claire J Russell; Rachel Turnbull; Vince Lynch
Journal:  J Am Chem Soc       Date:  2007-09-19       Impact factor: 15.419

3.  Preparation and Applications of 4-Methoxybenzyl Esters in Organic Synthesis.

Authors:  Kyle T Howard; John D Chisholm
Journal:  Org Prep Proced Int       Date:  2016-01-29       Impact factor: 1.628

4.  Synthesis and structure-activity relationship studies on tryprostatin A, an inhibitor of breast cancer resistance protein.

Authors:  Hiteshkumar D Jain; Chunchun Zhang; Shuo Zhou; Hao Zhou; Jun Ma; Xiaoxiang Liu; Xuebin Liao; Amy M Deveau; Christine M Dieckhaus; Michael A Johnson; Kirsten S Smith; Timothy L Macdonald; Hideaki Kakeya; Hiroyuki Osada; James M Cook
Journal:  Bioorg Med Chem       Date:  2008-02-20       Impact factor: 3.641

  4 in total

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