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Volumn 64, Issue 5, 1999, Pages 1543-1553

Synthesis of succinimido[3,4-b]indane and 1,2,3,4,5,6-hexahydro-1,5- methano-3-benzazocine-2,4-dione by sequential alkylation and intramolecular arylation of enolates derived from N,N,N'N'-tetramethylbutanediamides and N,N,N'N'-tetramethylpentanediamides

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4,5,6 HEXAHYDRO 1,5 METHANO 3 BENZAZOCINE 2,4 DIONE; BENZAZOCINE DERIVATIVE; INDAN DERIVATIVE; SUCCINIMIDO[3,4 B]INDANE; UNCLASSIFIED DRUG;

EID: 0033525498     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982000b     Document Type: Article
Times cited : (24)

References (59)
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    • 1H NMR spectrum, mass spectral fragmentation pattern, and by X-ray crystallographic structure determination.
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    • In contrast, attempted alkylation of the monoanion of dimethyl succinate under identical conditions gave only Claisen condensation products and unreacted starting materials.
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    • Compound 15a was prepared by alkylation of the enolate of 6 with benzyl chloride in a manner analogous to the preparation of 9.
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    • note
    • 10 for the dibenzylation of 6.
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    • The regiochemical and stereochemical assignments were unambiguously confirmed by X-ray crystallographic analysis.
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    • This compound was identical in all respects with that obtained previously in the cyclization reaction of 9.
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    • Other indications of aryne participation in the cyclization reactions of 9 and 20 include the formation of ring amination product 24 and N-cyclized compounds 16 and 23.
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    • note
    • The author has deposited atomic coordinates for structures 4, 13, 17, and 21b with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, U.K.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.