Exploration of Tandem Cycloisomerization Leading to [8]Helicen-like Molecules

0357212 - ÚCHP 2011 DE eng C - Conference Paper (international conference)
Storch, Jan - Sýkora, Jan - Karban, Jindřich
Exploration of Tandem Cycloisomerization Leading to [8]Helicen-like Molecules.
Programme. Nürnberg: EuCheMS, 2010, s. 1. ISBN N.
[EuCheMS Chemistry Congress /3./. Nürnberg (DE), 29.08.2010-02.09.2010]
R&D Projects: GA ČR GAP207/10/1124; GA MŠMT(CZ) LC06070
Institutional research plan: CEZ:AV0Z40720504
Keywords : helicene * cycloizomerization * platinum
Subject RIV: CC - Organic Chemistry
www.euchems-congress.org

Cycloisomerization of enynes catalyzed by complexes of transition metals represents simple, and convenient to perform even on a larger scale, and therefore meet many of the stringent criteria imposed upon contemporary organic synthesis. Though seemingly trivial, PtClx (x = 2, 4) is able to catalyze an amazingly broad spectrum of C-C bond formations that allow to convert enynes and related substrates into a myriad of carbo- and heterocyclic products. Recently, we have developed modular approach to racemic [6]helicenes based on double cycloisomerization of biarylnaphthalenes bearing two alkynyl chains. In pursuit of our previous investigations in this field, we describe an alternative approach to [8]helicene-like molecules based on a PtClx catalyzed tandem cycloisomerization reaction of naphthalene tetraynes. Exploration of their cycloisomerization reaction and finding its scopes will be discussed herein.
Permanent Link: http://hdl.handle.net/11104/0195536