Literature DB >> 15760245

Enantioselective approaches to potential MetAP-2 reversible inhibitors.

Vincent Rodeschini1, Pierre Van de Weghe, Emmanuel Salomon, Céline Tarnus, Jacques Eustache.   

Abstract

[reaction: see text] Enantioselective deprotonation of 4-substituted cyclohexanones and highly stereoselective conjugate addition of higher order mixed cuprates were the key steps in a concise synthesis of fumagalone-related molecules. The origin of the (low) biological activity of the new compounds as compared to fumagalone is briefly discussed.

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Year:  2005        PMID: 15760245     DOI: 10.1021/jo047858h

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Asymmetric [4+2] cycloadditions employing 1,3-dienes derived from (R)-4-t-butyldimethyl-silyloxy-2-cyclohexen-1-one.

Authors:  Zhengmao Hua; Lei Chen; Yan Mei; Zhendong Jin
Journal:  Tetrahedron Lett       Date:  2009-12-01       Impact factor: 2.415

2.  Toosendanin: synthesis of the AB-ring and investigations of its anti-botulinum properties (Part II).

Authors:  Yuya Nakai; Sabine Pellett; William H Tepp; Eric A Johnson; Kim D Janda
Journal:  Bioorg Med Chem       Date:  2009-12-22       Impact factor: 3.641

3.  Isotope effects and the mechanism of epoxidation of cyclohexenone with tert-butyl hydroperoxide.

Authors:  Chad F Christian; Tetsuya Takeya; Michael J Szymanski; Daniel A Singleton
Journal:  J Org Chem       Date:  2007-07-03       Impact factor: 4.354

4.  Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis.

Authors:  Barry M Trost; James T Masters; Jean-Philip Lumb; Dahlia Fateen
Journal:  Chem Sci       Date:  2014-04-01       Impact factor: 9.825

  4 in total

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