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Volumn , Issue 1, 1999, Pages 141-143

Stereoselective synthesis of all-trans-, (13Z)- and (9-nor)-retinoic acids via Stille reaction

Author keywords

(E) 1,2 bis(tributylstannyl)ethene; Iodovinylic substitution; Retinoic acids; Stille cross coupling reaction; Vinyltin reagents

Indexed keywords

9 NOR RETINOIC ACID; RETINOIC ACID; RETINOIC ACID DERIVATIVE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0032909979     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2531     Document Type: Article
Times cited : (34)

References (46)
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    • 0344373402 scopus 로고    scopus 로고
    • note
    • The traditional retinoid numbering system is being used in the text when referring to ATRA. The IUPAC nomenclature is used in the typical procedure.
  • 8
    • 0000530241 scopus 로고
    • The retinoids receptors
    • Sporn, M. B., Roberts, A. B., Goodman, D. S., Eds.; Raven Press, Ltd.: New York
    • (a) Mangelsdorf, D. J.; Umesono, K.; Evans, R. M. The Retinoids Receptors. In The Retinoids, 2nd ed. Sporn, M. B., Roberts, A. B., Goodman, D. S., Eds.; Raven Press, Ltd.: New York, 1994; p 319.
    • (1994) The Retinoids, 2nd Ed. , pp. 319
    • Mangelsdorf, D.J.1    Umesono, K.2    Evans, R.M.3
  • 32
    • 0344805232 scopus 로고    scopus 로고
    • ref 7d
    • (b) ref 7d.
  • 34
    • 0002926324 scopus 로고
    • Organic synthesis
    • Wiley: New York
    • (b) Negishi, E.-I.; King, A. O.; Tour, J. M. Organic Synthesis; Wiley: New York, 1990; Collect. Vol. VII, p 63.
    • (1990) Collect. , vol.7
    • Negishi, E.-I.1    King, A.O.2    Tour, J.M.3
  • 40
    • 0344805226 scopus 로고    scopus 로고
    • note
    • 3Sn(Bu)CuLi,LiCN,MeOH (10 eq.) THF, -78 °C
  • 45
    • 0344805222 scopus 로고    scopus 로고
    • note
    • +, 41), 285 (95), 239 (66), 197 (16), 185 (11), 143 (11), 133 (13), 129 (24), 99 (11), 89 (54), 88 (70), 87 (35), 85 (16), 73 (46), 72 (15), 71 (13), 61 (12), 60 (28), 59 (13), 58 (63), 57 (39), 45 (100), 44 (43).
  • 46
    • 0345668005 scopus 로고    scopus 로고
    • note
    • We also found that the use of acids instead of ester analogues greatly improved the purification steps for the elimination of tributyltin byproducts or impurities.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.