Enantioselective catalysis 107: New optically active deltacyclenes as building blocks for the synthesis of expanded phosphanes

Brunner, Henri and Reimer, A. (1997) Enantioselective catalysis 107: New optically active deltacyclenes as building blocks for the synthesis of expanded phosphanes. BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 134 (3-4). pp. 307-314. ISSN 0037-8968

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Abstract

The cobalt-catalyzed home Diels-Alder reaction of norbornadiene and terminal acetylenes yields chiral deltacyclenes. We tried to extend the scope of this reaction to acetylenes containing a heteroatom (i) in the propargylic position, (ii) in the ortho position of phenylacetylene or (iii) directly bonded to the triple bond. The synthesis of nine new substituted deltacyclenes with cobalt catalysts derived from CoI2 and zinc powder or Co(acac)(3) and Et2AlCl is described. Using Norphos as a cocatalyst, the products are obtained in high enantiomeric excess.

Item Type: Article
Uncontrolled Keywords: HOMO-DIELS-ALDER; SYSTEM; ESTER; ACID; enantioselective homogeneous catalysis; homo Diels-Alder reaction; deltacyclene; terminal acetylene
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 24 May 2023 08:36
Last Modified: 24 May 2023 08:36
URI: https://pred.uni-regensburg.de/id/eprint/51127

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