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Volumn , Issue 10, 1998, Pages 2101-2108

A novel synthesis of substituted 1-benzyloctahydroisoquinolines by acid-catalyzed cyclization of N-[2-(cyclohex-1-enyl)ethyl]-N-styrylformamides

Author keywords

Br nsted acids; Cyclizations; Enamides; Lewis acids; Nitrogen heterocycles

Indexed keywords


EID: 0003053828     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0690(199810)1998:10<2101::AID-EJOC2101>3.0.CO;2-X     Document Type: Article
Times cited : (13)

References (44)
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    • note
    • In all cases the isolated yield of octahydroisoquinoline was 50-60%.
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    • note
    • Procedure from ref.[10]. N-[2-(Cyclohex-1-enyl)ethyl]-N-methyl-N-styrylamine was heated under reflux in toluene with 5.7 equivalents of p-toluenesulfonic acid for 2 h. We found that a complete conversion of enamine was reached also in 2 h with 1.5 equivalents of triflic acid.
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