Literature DB >> 15957887

Asymmetric synthesis of [7]helicene-like molecules.

Irena G Stará1, Zuzana Alexandrová, Filip Teplý, Petr Sehnal, Ivo Starý, David Saman, Milos Budesínský, Josef Cvacka.   

Abstract

[reaction: see text] A new approach to nonracemic [7]helicene-like molecules has been developed. Stereoselective Co(I)-mediated [2 + 2 + 2] cycloisomerization of aromatic triynes containing an asymmetric carbon atom produces [7]helicene-like scaffolds in diastereomeric ratios up to 100:0. This central-to-helical chirality transfer can be controlled by the absolute configuration at the asymmetric center and by the presence of carbon substituents.

Entities:  

Year:  2005        PMID: 15957887     DOI: 10.1021/ol047311p

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


  3 in total

1.  An organometallic route to long helicenes.

Authors:  Petr Sehnal; Irena G Stará; David Saman; Milos Tichy; Jirí Mísek; Josef Cvacka; Lubomír Rulísek; Jana Chocholousová; Jaroslav Vacek; Grzegorz Goryl; Marek Szymonski; Ivana Císarová; Ivo Stary
Journal:  Proc Natl Acad Sci U S A       Date:  2009-07-24       Impact factor: 11.205

2.  A Rhodium(I)-Xylyl-BINAP Catalyzed Asymmetric Ynamide-[2 + 2 + 2] Cycloaddition in the Synthesis of Optically Enriched N,O-Biaryls.

Authors:  Jossian Oppenheimer; Whitney L Johnson; Ruth Figueroa; Ryuji Hayashi; Richard P Hsung
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

3.  Continuous flow photocyclization of stilbenes - scalable synthesis of functionalized phenanthrenes and helicenes.

Authors:  Quentin Lefebvre; Marc Jentsch; Magnus Rueping
Journal:  Beilstein J Org Chem       Date:  2013-09-17       Impact factor: 2.883

  3 in total

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