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Volumn 45, Issue 6, 2004, Pages 1253-1256

Tandem Parham cyclisation - α-amidoalkylation reaction in the synthesis of the isoindolo[1,2-a]isoquinoline skeleton of nuevamine-type alkaloids

Author keywords

Amidoalkylation; Aryllithium; Isoindoloisoquinoline; N Acyliminium ion; Parham cyclisation

Indexed keywords

12BETA HYDROXYISOINDOLO[1,2 A]ISOQUINOLONE; ALKALOID DERIVATIVE; ALLYL COMPOUND; ETHER DERIVATIVE; IMIDE; IMINE; ISOQUINOLINE DERIVATIVE; LEWIS ACID; N ACYLIMINIUM ION; QUINOLONE DERIVATIVE; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0742322003     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.11.122     Document Type: Article
Times cited : (57)

References (43)
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    • This compound was previously prepared by the sequence reduction - N-acyliminium ion cyclisation, see:
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    • Heaney et al. (. ) have used an intermolecular α-amidoalkylation reaction using TMSOTf to obtain this isoindoloisoquinolone. However, the preparation of the α-methoxylactam intermediate was carried out by rearrangement of the Bischler-Napieralski cyclisation products and, therefore, requires more drastic reaction conditions and a higher number of steps
    • Heaney et al. ( Heaney H., Shuhaibar K.F. Tetrahedron Lett. 25:1994;2751-2752. ) have used an intermolecular α-amidoalkylation reaction using TMSOTf to obtain this isoindoloisoquinolone. However, the preparation of the α-methoxylactam intermediate was carried out by rearrangement of the Bischler-Napieralski cyclisation products and, therefore, requires more drastic reaction conditions and a higher number of steps.
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    • note
    • 4: 413.1627; found: 413.1615.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.