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Volumn 132, Issue 11, 2010, Pages 3685-3687

Asymmetric total synthesis of vindoline

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE STEREOCHEMISTRY; ASYMMETRIC TOTAL SYNTHESIS; C-C BONDS; CHEMICAL EQUATIONS; CHIRAL SUBSTITUENTS; CORE STRUCTURE; CYCLOADDUCTS; DIELS-ALDER REACTION; DIENOPHILES; DOUBLE BONDS; FACIAL SELECTIVITY; FUNCTIONALIZED; KEY REACTIONS; NATURAL PRODUCTS; OXADIAZOLES; RING SYSTEMS; RING-EXPANSION REACTION; SINGLE-STEP; SIX-MEMBERED RINGS; STEREOCENTERS; VINDOLINE;

EID: 77949853491     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja910695e     Document Type: Article
Times cited : (120)

References (50)
  • 4
    • 26444618252 scopus 로고
    • (b) Noble, R. L. Lloydia 1964, 27, 280.
    • (1964) Lloydia , vol.27 , pp. 280
    • Noble, R.L.1
  • 6
    • 77957065406 scopus 로고
    • Review: Brossi, A., Sufmess, M., Eds.; Academic: San Diego
    • Review: Neuss, N.; Neuss, M. N. In The Alkaloids; Brossi, A., Sufmess, M., Eds.; Academic: San Diego, 1990; Vol.37, p 229.
    • (1990) The Alkaloids , vol.37 , pp. 229
    • Neuss, N.1    Neuss, M.N.2
  • 7
    • 77957080344 scopus 로고
    • Reviews: (a) Brossi, A., Sufmess, M., Eds.; Academic: San Diego
    • Reviews: (a) Pearce, H. L. In The Alkaloids; Brossi, A., Sufmess, M., Eds.; Academic: San Diego, 1990; Vol.37, p 145.
    • (1990) The Alkaloids , vol.37 , pp. 145
    • Pearce, H.L.1
  • 8
    • 77957030571 scopus 로고
    • Brossi, A., Sufmess, M., Eds.; Academic: San Diego
    • (b) Borman, L. S.; Kuehne, M. E. In The Alkaloids; Brossi, A., Sufmess, M., Eds.; Academic: San Diego, 1990; Vol.37, p 133.
    • (1990) The Alkaloids , vol.37 , pp. 133
    • Borman, L.S.1    Kuehne, M.E.2
  • 19
    • 77957095647 scopus 로고
    • Review: Brossi, A., Stiffness, M., Eds.; Academic: San Diego
    • Review: Kuehne, M. E.; Marko, I. In The Alkaloids; Brossi, A., Stiffness, M., Eds.; Academic: San Diego, 1990; Vol, 37, p 77.
    • (1990) The Alkaloids , vol.37 , pp. 77
    • Kuehne, M.E.1    Marko, I.2
  • 29
    • 0023134868 scopus 로고
    • Enantioselective total syntheses: (a)
    • Enantioselective total syntheses: (a) Feldman, P. L.; Rapoport, H. J. Am. Chem. Soc. 1987, 109, 1603.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 1603
    • Feldman, P.L.1    Rapoport, H.2
  • 45
    • 77949803818 scopus 로고    scopus 로고
    • The structure and stereochemistry of 15 (CCDC 758511) and the MOMdeprotected primary alcohol of 18 (CCDC 758510) were established by X-ray and conducted on the unnatural, and natural enantiomer series, respectively
    • The structure and stereochemistry of 15 (CCDC 758511) and the MOMdeprotected primary alcohol of 18 (CCDC 758510) were established by X-ray and conducted on the unnatural, and natural enantiomer series, respectively.
  • 47
    • 77949816487 scopus 로고    scopus 로고
    • The substrate 13 bearing the (Z)-enol ether also participates in the cycloaddition cascade but not as effectively as the (E)-enol ether (5157% vs 72%) and requires more dilute reaction conditions (0.1 vs 1-5 mM)
    • The substrate 13 bearing the (Z)-enol ether also participates in the cycloaddition cascade but not as effectively as the (E)-enol ether (5157% vs 72%) and requires more dilute reaction conditions (0.1 vs 1-5 mM).
  • 50
    • 77949820841 scopus 로고    scopus 로고
    • Abbreviations: EDCI = l-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; DMP = Dess-Martin periodinane; MOM = methoxymethyl; DMAP = 4-dimetliylaminopyridine; DMSO = dimethy!sulfoxide; NMM = N-methylmorpholine; Teoc = 2-(trimethylsilyl)ethoxycarbonyl
    • Abbreviations: EDCI = l-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride; DMP = Dess-Martin periodinane; MOM = methoxymethyl; DMAP = 4-dimetliylaminopyridine; DMSO = dimethy!sulfoxide; NMM = N-methylmorpholine; Teoc = 2-(trimethylsilyl)ethoxycarbonyl.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.