Literature DB >> 17249801

Stille/Diels-Alder reaction sequences: diversity-oriented access to novel steroids.

Hans Wolf Sünnemann1, Anja Hofmeister, Jörg Magull, Martin G Banwell, Armin de Meijere.   

Abstract

[reaction: see text] An efficient, diversity-oriented approach to novel steroid analogues possessing a C-5beta configuration begins with the Stille cross-coupling of enantiomerically pure cycloalkenylstannane trans-2 and enol triflate 3. The resulting diene trans-4 engages in Diels-Alder cycloaddition reactions with a range of dienophiles to give, after removal of protecting groups, biologically interesting 6,7-disubstituted steroid analogues.

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Year:  2007        PMID: 17249801     DOI: 10.1021/ol062878m

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


  3 in total

1.  Multimetallic Ni- and Pd-Catalyzed Cross-Electrophile Coupling To Form Highly Substituted 1,3-Dienes.

Authors:  Astrid M Olivares; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2018-02-08       Impact factor: 15.419

2.  Direct access to 6/5/7/5- and 6/7/5/5-fused tetracyclic triterpenoids via divergent transannular aldol reaction of lanosterol-derived diketone.

Authors:  Vasily A Ignatenko; Yong Han; Gregory P Tochtrop
Journal:  J Org Chem       Date:  2013-11-12       Impact factor: 4.354

3.  Diversity-oriented synthesis of 17-spirosteroids.

Authors:  Benjamin Laroche; Thomas Bouvarel; Martin Louis-Sylvestre; Bastien Nay
Journal:  Beilstein J Org Chem       Date:  2020-04-28       Impact factor: 2.883

  3 in total

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