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Volumn 12, Issue 22, 2006, Pages 5868-5877

Divergent synthesis of L-sugars and L-iminosugars from D-sugars

Author keywords

Azasugars; Carbohy drates; Lactams; Lactones; Mitsunobu reaction

Indexed keywords

ALKYLATION; NITROGEN COMPOUNDS; ORGANIC SOLVENTS; OXYGEN; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 33746843111     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600268     Document Type: Article
Times cited : (19)

References (83)
  • 42
    • 0242291876 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 5069-5071.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 5069-5071
  • 47
    • 33746820864 scopus 로고    scopus 로고
    • note
    • For a discussion of O-/N-alkylation selectivity in the Mitsunobu reaction of various amides and carbamates see references [47-52].
  • 76
    • 33746861778 scopus 로고    scopus 로고
    • note
    • For the preparation of 4 see reference [11].
  • 78
    • 33746788375 scopus 로고    scopus 로고
    • note
    • Encountering difficulty in isolating 21 from 22 with chromatography, we abandoned the identification of 21 itself. Alternatively, the acidic conditions converted 21 to 21′, which was positively identified as the corresponding lactone compound (see Experimental Section).
  • 79
    • 33746825286 scopus 로고    scopus 로고
    • note
    • Encountering difficulty in isolating 24a-d from 25a-d with chromatography, we abandoned the identification of 24a-d themselves. Alternatively, the acidic conditions converted 24a-d to 21′, which was positively identified as the corresponding lactone compound (see Experimental Section).
  • 80
    • 33746794011 scopus 로고    scopus 로고
    • note
    • Treatment with TsOH converted 25 d into the 6-deprotected compound 25 d′ (see Experimental Section).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.