2016
DOI: 10.1016/j.tetasy.2016.03.010
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Synthesis of bornene-2,2′-diamino-1,1′-binaphthalene conjugates in palladium-catalysed aminocarbonylations

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Cited by 13 publications
(6 citation statements)
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“…The isolation of products was carried out in air. 4-Phenylbut-3-en-1-yne, 35 N-tosyl-1,2-ethylenediamine, 36 and the mixture of 4-iodocamphene and 2-iodobornene 21 were prepared according to the published procedures. All other reagents were obtained from commercial sources (Aldrich, J&K Scientific, or Vekton) and used as received.…”
Section: Accepted Manuscriptmentioning
confidence: 99%
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“…The isolation of products was carried out in air. 4-Phenylbut-3-en-1-yne, 35 N-tosyl-1,2-ethylenediamine, 36 and the mixture of 4-iodocamphene and 2-iodobornene 21 were prepared according to the published procedures. All other reagents were obtained from commercial sources (Aldrich, J&K Scientific, or Vekton) and used as received.…”
Section: Accepted Manuscriptmentioning
confidence: 99%
“…19 First, the camphor was converted into its hydrazone and then into a mixture of 4-iodocamphene and 2-iodobornene. 20,21 The separation of this mixture was not required because only the vinyl iodide (2-iodobornene) underwent further Sonogashira coupling with 4-phenyl-butene-3-yne-1 to give the dienyne 3 in 52-76% yield. Finally, reduction of the triple bond and electrocyclization gave the diene 2 in ca.…”
mentioning
confidence: 99%
“…In the first stage of our work, camphor hydrazone 5 was obtained by the interaction of (+)-camphor 4 with hydrazine hydrate in the presence of AcOH, according to a procedure described earlier. 30 Subsequent N-acylation of compound 5 with various acid anhydrides and acid chlorides leads to a library of N-acylhydrazones 6-19, containing in their structure a chiral 1,7,7-trimethylbicycloij2.2.1]heptane scaffold, an acyl hydrazone linker, and various alkyl, aryl, or heterocyclic substituents (Schemes 1-3). Compounds 6 and 9, bearing acetyl and benzoyl substituents, have been previously synthesized.…”
Section: Chemistrymentioning
confidence: 99%
“…A kámforból kiinduló jódalkén-szintézis során nagy tisztaságban nyertük a két enantiomerikusan tiszta jódalként, amelyek BINAM-mal végzett aszimmetrikus aminokarbonilezése monoamidok és diamidok disztereomer elegyét eredményezte 38 (42. Ábra).…”
Section: áBra Andjód Diasztereoszelektív Aminokarbonilezése Binam MIunclassified