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Volumn , Issue 6, 2004, Pages 1034-1038

Regioselective reduction of 5-substituted 2-alkylidene-4-oxothiazolidines by metal hydrides

Author keywords

Hydrides; Reductions; Regioselectivity; Ring closure; Thiazolidine

Indexed keywords

THIAZOLIDINE DERIVATIVE;

EID: 3142751084     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-820051     Document Type: Article
Times cited : (14)

References (32)
  • 11
    • 3142710281 scopus 로고    scopus 로고
    • note
    • 4a).
  • 21
    • 3142705962 scopus 로고    scopus 로고
    • note
    • 3S: C, 59.30; H, 4.98; N, 5.32; S, 12.18. Found: C, 59.03; H, 4.92; N, 5.33; S, 12.24.
  • 23
    • 3142779326 scopus 로고    scopus 로고
    • note
    • Strong intramolecular 1,5-interactions of nonbonded S and O within the SC=CC=O subunit with cis-configuration of C=C bond additionally stabilize the enaminone structure.
  • 29
    • 3142682431 scopus 로고    scopus 로고
    • note
    • Methylation of (Z)-5a led to alcohol 13f, which, in a one-pot sequence, comprising reduction followed by cyclization, was transformed into the identical bicylic thiazolidine 6f in moderate yield (Scheme 4). (Equation Presented)
  • 30
    • 3142675101 scopus 로고    scopus 로고
    • note
    • 13C chemical shifts (85-96 ppm) for the acceptor-substituted C(α) atoms, and low field shifts (161-169 ppm) for the donor-substituted C(β) atoms are typical.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.