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Volumn 68, Issue 24, 2003, Pages 9521-9524

Enantiospecific Total Synthesis of (-)-Polyoxamic Acid Using 2,3-Aziridino-γ-lactone Methodology

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEOPHILIC RING OPENING;

EID: 0344391932     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035039b     Document Type: Article
Times cited : (36)

References (60)
  • 1
    • 0036374173 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Sweeney, J. B. Chem. Soc. Rev. 2002, 31, 247-258.
    • (2002) Chem. Soc. Rev. , vol.31 , pp. 247-258
    • Sweeney, J.B.1
  • 53
    • 0345621501 scopus 로고    scopus 로고
    • note
    • (e) For recent improvements in the opening of N-alkyl aziridines, see: ref 2a,c,d.
  • 57
    • 0344288340 scopus 로고    scopus 로고
    • note
    • The Cbz group was chosen for its ease of deprotection. The N-(acetyl), N-(tert-butyloxycarbonyl) and N-(tosyl) analogues of compound 8 could also be obtained under the same conditions with a yield of 80%, 85%, and 83%, respectively.
  • 58
    • 0344326943 scopus 로고    scopus 로고
    • note
    • In the case of compound 8, the steric bulk of the silyl group could explain the lack of reactivity of the aziridine towards benzyl alcohol.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.