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Volumn 60, Issue 1, 2004, Pages 73-79

Regioselective and enantioselective synthesis of seven-membered ring cyclic arylguanidine and urea derivatives

Author keywords

Arylguanidine; Cyclization; Palladium; Seven membered ring; Urea

Indexed keywords

1 BUTYL 3 (3 CHLOROPHENYL) 4 VINYL 2H 1,3 DIAZEPIN 2 YLIDENE (3 CHLOROPHENYL)AMINE; 1 BUTYL 4 METHYL 2 VINYLPYRROLIDINE; 1 BUTYL 6 METHYL 3 (3 CHLOROPHENYL) 4 VINYL 2H 1,3 DIAZEPIN 2 YLIDENE (3 CHLOROPHENYL)AMINE; 1 CYCLOHEXYL 3 (3 CHLOROPHENYL) 4 VINYL 2H 1,3 DIAZEPIN 2 YLIDENE (3 CHLOROPHENYL)AMINE; BIS(2 CHLOROPHENYL)CARBODIIMIDE; CYANAMIDE; GUANIDINE DERIVATIVE; PALLADIUM ACETATE; PENTANE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG; UREA DERIVATIVE;

EID: 0346335807     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.10.088     Document Type: Article
Times cited : (21)

References (47)
  • 34
    • 0033964269 scopus 로고    scopus 로고
    • and references therein
    • (a) El Ali B., Alper H. Synlett. 2000;161-171. and references therein
    • (2000) Synlett , pp. 161-171
    • El Ali, B.1    Alper, H.2
  • 44
    • 85030920098 scopus 로고    scopus 로고
    • note
    • Other chiral ligands, i.e. (R)-BINAP type ligands, proved less effective in the reaction of 1a with 5b , and only gave 15% ee, in low product yield and conversion. When (R)-DIOP was used, the product was isolated in good yield and conversion, but no enantiodiscrimination was found. However, no reaction occurred when chiral ligands DuPHOS was used as chiral ligands. Use of 1b as the substrate, and other (R)-Tol-BINAP, (R)-BINAP or (-)-Me-DuPHOS as chiral ligands, gave no reaction with 5b . Chiral ligands such as (R,R)-DIOP, (S,S)-BDPP and (R,R)-BPPM can give the product in 12-33% yields but in 0% ee.
  • 45
    • 85030924063 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for the structure 6d in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 219150. Copy of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.