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Cobalt(I)-Catalyzed [6π + 2π] Cycloaddition of 1,2-Dienes and 1,3-Diynes to N-Carbocholesteroxyazepine in the Synthesis of Previously Undescribed Heterofunctional 9-Azabicyclo[4.2.1]nonadi(tri)enes.


ABSTRACT: Promising heterofunctional (E)-9-azabicyclo[4.2.1]nona-2,4-dienes (79-92%) and 9-azabicyclo[4.2.1]nona-2,4,7-trienes (77-90%) containing a cholesterol fragment in the structure have been synthesized for the first time through the [6π + 2π] cycloaddition reaction of terminal 1,2-dienes and symmetric 1,3-diynes with N-carbocholesteroxyazepine under the action of the Co(acac)2(dppe)/Zn/ZnI2 three-component catalytic system.

SUBMITTER: Kadikova GN 

PROVIDER: S-EPMC8388074 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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Cobalt(I)-Catalyzed [6π + 2π] Cycloaddition of 1,2-Dienes and 1,3-Diynes to <i>N</i>-Carbocholesteroxyazepine in the Synthesis of Previously Undescribed Heterofunctional 9-Azabicyclo[4.2.1]nonadi(tri)enes.

Kadikova Gulnara N GN   D'yakonov Vladimir A VA   Dzhemilev Usein M UM  

ACS omega 20210812 33


Promising heterofunctional (<i>E</i>)-9-azabicyclo[4.2.1]nona-2,4-dienes (79-92%) and 9-azabicyclo[4.2.1]nona-2,4,7-trienes (77-90%) containing a cholesterol fragment in the structure have been synthesized for the first time through the [6π + 2π] cycloaddition reaction of terminal 1,2-dienes and symmetric 1,3-diynes with <i>N</i>-carbocholesteroxyazepine under the action of the Co(acac)<sub>2</sub>(dppe)/Zn/ZnI<sub>2</sub> three-component catalytic system. ...[more]

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