A. Urbano

Publications125
h-index26
Citations2,198
Highly Influential Citations4
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Recent developments in the synthesis of helicene-like molecules.
  • A. Urbano
  • Chemistry
    Angewandte Chemie
  • 5 September 2003
TLDR
The pioneering work of Katz and Liu led to the production of racemic helicene bisquinones through a Diels–Alder approach (Scheme 1), supplemented by an efficient procedure for effecting the required resolutions.
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N-Bromosuccinimide in Acetonitrile: A Mild and Regiospecific Nuclear Brominating Reagent for Methoxybenzenes and Naphthalenes
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Enantioselective total synthesis of the natural gamma-tocopherol metabolite (S)-gamma-CEHC [(S)-LLU-alpha].
TLDR
The key step is a stereoselective TiCl(4)-mediated homochiral sulfoxide-directed allylation of ketal (SS)-3 to efficiently generate the challenging C-2 stereogenic carbon of chroman (SS,S)-2 with the correct absolute configuration.
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Enantioselective Synthesis of Helicenequinones and -bisquinones
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Enantiopure sulfoxides: recent applications in asymmetric synthesis.
TLDR
Significant recent advances leading to high asymmetric inductions in carbon-carbon and carbon-oxygen bond forming reactions, and applications of homochiral sulfoxides to atroposelective synthesis and asymmetric catalysis are discussed.
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Oxidative de-aromatization of para-alkyl phenols into para-peroxyquinols and para-quinols mediated by oxone as a source of singlet oxygen.
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Reductive cyclizations of hydroxysulfinyl ketones: enantioselective access to tetrahydropyran and tetrahydrofuran derivatives.
TLDR
The stereocontrolled formation of cis-2,5-disubstituted tetrahydrofuran-2-yl)acetic acid is achieved from enantiopure ketosulfinyl esters by reduction, Weinreb's amide, and ketone formation, followed by the reductive cyclization of the resulting hydroxysulfinyl ketones.
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Enantioselective synthesis of helicenequinones and -bisquinones.
A convergent approach based on Diels-Alder reactions between polycyclic dienes and benzoquinones has emerged as a powerful tool for the construction of helicenequinones and bisquinones. Chemical…
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Efficient asymmetric synthesis of [7]helicene bisquinones.
The efficient one-pot six-step domino process which occurs when (SS)-2-(p-tolylsulfinyl)-1,4-benzoquinone (1) reacts with 3,6-divinyl-1,2,7,8-tetrahydrophenanthrenes 2a-c allowed enantioselective…
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Enantiopure dihydro-[5]-helicenequinones via Diels-Alder reactions of vinyl dihydrophenanthrenes and (SS)-2-(p-tolylsulfinyl)-1,4-benzoquinone.
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