Showing papers by "Olivier Baudoin published in 1999"
TL;DR: The preferential binding of guanosine derivatives, which might originate in specific base/base interactions inside the complex, has been confirmed by ESI-MS experiments.
Abstract: Bis-quinacridine cyclo-bis-intercaland receptors are shown to form 1:2 complexes with nucleoside monophosphates in water (see scheme). The preferential binding of guanosine derivatives, which might originate in specific base/base interactions inside the complex, has been confirmed by ESI-MS experiments.
89 citations
TL;DR: The immunosuppressive agent sanglifehrin A has been prepared for the first time by total synthesis and opens the way for the synthesis of libraries of novel sang lifehrin analogues for biological screening.
Abstract: The immunosuppressive agent sanglifehrin A has been prepared for the first time by total synthesis. The construction of the macrocyclic unit of the target molecule was achieved through a selective intramolecular Stille coupling, and the spirolactam unit by Paterson-aldol reactions. The final steps involve an intermolecular Stille coupling and the opening of the internal acetal unit. This convergent synthesis opens the way for the synthesis of libraries of novel sanglifehrin analogues for biological screening.
61 citations
TL;DR: This total synthesis of the powerful antibiotic everninomicin 13,384-1 (1, Ziracin) has been prepared for the first time through a total synthesis to allow the preparation of combinatorial libraries of semisynthetic analogues of this highly promising antibiotic for biological screening purposes.
Abstract: The powerful antibiotic everninomicin 13,384-1 (1, Ziracin) has been prepared for the first time through a total synthesis. The 1-->1'-disaccharide and the two orthoesters of this target molecule were introduced by new methodologies using a tin acetal and 1,2-phenylseleno migrations. The reaction sequence also relies on stereoselective glycosidations and subtle manipulations of protecting groups. In addition to the introduction of new synthetic methodologies, this total synthesis should allow the preparation of combinatorial libraries of semisynthetic analogues of this highly promising antibiotic for biological screening purposes.
46 citations
TL;DR: In this article, the Immunsuppressivum Sanglifehrin A wurde erstmals in einer Totalsynthese hergestellt, and der Aufbau der makrocyclischen Einheit der Zielverbindung gelang durch eine selektive intramolekulare Stille-Kupplung, and die Spirolactameinheit wurded durch Paterson-Aldolreaktion erhalten.
Abstract: Das Immunsuppressivum Sanglifehrin A wurde erstmals in einer Totalsynthese hergestellt. Der Aufbau der makrocyclischen Einheit der Zielverbindung gelang durch eine selektive intramolekulare Stille-Kupplung, und die Spirolactameinheit wurde durch Paterson-Aldolreaktion erhalten. Zu den abschliesenden Schritten gehorten eine intermolekulare Stille-Kupplung und die Offnung der internen Acetaleinheit. Diese konvergente Synthesestrategie macht den Weg frei fur die Synthese von Bibliotheken neuartiger Sanglifehrinanaloga fur biologisches Screening.
13 citations
TL;DR: In this paper, the immunosuppressive agent sanglifehrin A has been prepared for the first time by total synthesis, which was achieved through a selective intramolecular Stille coupling and the spirolactam unit by Paterson-aldol reactions.
Abstract: The immunosuppressive agent sanglifehrin A has been prepared for the first time by total synthesis. The construction of the macrocyclic unit of the target molecule was achieved through a selective intramolecular Stille coupling, and the spirolactam unit by Paterson-aldol reactions. The final steps involve an intermolecular Stille coupling and the opening of the internal acetal unit. This convergent synthesis opens the way for the synthesis of libraries of novel sanglifehrin analogues for biological screening.
1 citations
TL;DR: The ortho-quinacridine compounds OQ1 and OQ2 bind strongly to double-stranded DNA and effect efficient cleavage in the presence of Cu2+ and in the absence of reducing agent; their activity increases further when hydrogen peroxide is used as discussed by the authors.
Abstract: The ortho-quinacridine compounds OQ1 and OQ2 bind strongly to double stranded DNA and effect efficient cleavage in the presence of Cu2+ and in the absence of reducing agent; their activity increases further in the presence of hydrogen peroxide.