메뉴 건너뛰기




Volumn 11, Issue 11, 2009, Pages 2233-2236

Concise synthesis of chafurosides A and B

Author keywords

[No Author keywords available]

Indexed keywords

3,4,11 TRIHYDROXY 2 (HYDROXYMETHYL) 8 (4 HYDROXYPHENYL) 3,4,4A,11B TETRAHYDRO 2H,10H PYRANO(2',3' 4,5)FURO(3,2 G)CHROMEN 10 ONE; 3,4,11-TRIHYDROXY-2-(HYDROXYMETHYL)-8-(4-HYDROXYPHENYL)-3,4,4A,11B-TETRAHYDRO-2H,10H-PYRANO(2',3'-4,5)FURO(3,2-G)CHROMEN-10-ONE; FLAVONE DERIVATIVE; FUSED HETEROCYCLIC RINGS; KETONE;

EID: 66149184303     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol900689m     Document Type: Article
Times cited : (54)

References (35)
  • 5
    • 66149182933 scopus 로고    scopus 로고
    • Detailed data of isolation and structure elucidation of chafuroside B are described in Supporting Information sections II and III
    • Detailed data of isolation and structure elucidation of chafuroside B are described in Supporting Information sections II and III.
  • 8
    • 66149186789 scopus 로고    scopus 로고
    • Jpn. Kokai Tokkyo Koho, 13
    • Kan, T.; Furuta, T. Jpn. Kokai Tokkyo Koho 2008, 13.
    • (2008)
    • Kan, T.1    Furuta, T.2
  • 10
    • 66149165811 scopus 로고    scopus 로고
    • Numbering for 1 and 2 was according to flavone style.
    • Numbering for 1 and 2 was according to flavone style.
  • 16
    • 52649150410 scopus 로고    scopus 로고
    • While preparing this manuscript, a similar strategy for ring formation of prenylflavones has been reported. In their method, a prenyl group and protecting group such as TBS and Pivaloyl groups were regioselectively introduced on the flavone A ring: Minassi, A, Giana, A, Ech-Chahad, A, Appendino, G. Org. Lett. 2008, 10, 2267
    • While preparing this manuscript, a similar strategy for ring formation of prenylflavones has been reported. In their method, a prenyl group and protecting group such as TBS and Pivaloyl groups were regioselectively introduced on the flavone A ring: Minassi, A.; Giana, A.; Ech-Chahad, A.; Appendino, G. Org. Lett. 2008, 10, 2267.
  • 31
    • 4544239056 scopus 로고    scopus 로고
    • 3 resulted in monobenzylation. Then hydrolysis of an acetyl group with 1 M NaOH gave desired acetophenone derivative 7. For experimental details, see Supporting Information section IV.
    • 3 resulted in monobenzylation. Then hydrolysis of an acetyl group with 1 M NaOH gave desired acetophenone derivative 7. For experimental details, see Supporting Information section IV.
  • 33
    • 66149175493 scopus 로고    scopus 로고
    • 3 did not result in a reaction. Subsequently, the desired compound was afforded in high yield using Mitsunobu conditions, which served as neutral protecting conditions using an allyl alcohol, PPh3, and DEAD. This method was also applicable to benzyl alcohol.
    • 3 did not result in a reaction. Subsequently, the desired compound was afforded in high yield using Mitsunobu conditions, which served as neutral protecting conditions using an allyl alcohol, PPh3, and DEAD. This method was also applicable to benzyl alcohol.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.