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Volumn 75, Issue 15, 2010, Pages 5170-5177

Total synthesis of depsilairdin

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE ESTERS; ALKOXIDES; CARBOXYL GROUPS; HYDROXYBENZOTRIAZOLE; L-PROLINE; LEPTOSPHAERIA MACULANS; N-TERMINAL EXTENSION; NOVEL METHODS; PHYTOTOXINS; TOTAL SYNTHESIS;

EID: 77955135172     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1009239     Document Type: Article
Times cited : (4)

References (62)
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    • Major byproducts included dimethoxymethane and bis(4- tert -butylcyclohexyloxy)methane in addition to 18 and 21. For acid-catalyzed exchange of alcohol groups in methylene acetals, see
    • Major byproducts included dimethoxymethane and bis(4- tert -butylcyclohexyloxy)methane in addition to 18 and 21. For acid-catalyzed exchange of alcohol groups in methylene acetals, see: Ledneczki, I.; Molnar, A. Synth. Commun. 2004, 34, 3683-3690
    • (2004) Synth. Commun. , vol.34 , pp. 3683-3690
    • Ledneczki, I.1    Molnar, A.2
  • 40
    • 0020577131 scopus 로고
    • Scattered reports of the use of DMA/MOM-Cl for preparation of MOM ethers have appeared
    • Scattered reports of the use of DMA/MOM-Cl for preparation of MOM ethers have appeared: Schmid, G.; Hofheinz, W. J. Am. Chem. Soc. 1983, 105, 624-625
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 624-625
    • Schmid, G.1    Hofheinz, W.2
  • 52
    • 77955165617 scopus 로고    scopus 로고
    • Protection of the Hmb hydroxyl group was thought prudent considering the facile degradation of depsilairdin to form 3,6-diisopropyl-2,5-morpholindione (ref 2)
    • Protection of the Hmb hydroxyl group was thought prudent considering the facile degradation of depsilairdin to form 3,6-diisopropyl-2,5-morpholindione (ref 2).
  • 53
    • 0032389691 scopus 로고    scopus 로고
    • This reagent is particularly useful for the synthesis of hindered esters
    • This reagent is particularly useful for the synthesis of hindered esters. Saitoh, K.; Shiina, I.; Mukaiyama, T. Chem. Lett. 1998, 679-680
    • (1998) Chem. Lett. , pp. 679-680
    • Saitoh, K.1    Shiina, I.2    Mukaiyama, T.3
  • 54
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    • 3CC-3)
    • 3CC-3).
  • 56
    • 0001075929 scopus 로고
    • For reactions of 2-pyridylthiol esters with Grignard reagents to form ketones, see:;;, For reactions of 2-pyridylthiol esters with lithium dialkylcuprates in the presence of oxygen to form esters, see:;; J. Chem. Soc., Chem. Commun. 1981, 1231-1232
    • For reactions of 2-pyridylthiol esters with Grignard reagents to form ketones, see: Mukaiyama, T.; Araki, M.; Takei, H. J. Am. Chem. Soc. 1973, 95, 4763-4765 For reactions of 2-pyridylthiol esters with lithium dialkylcuprates in the presence of oxygen to form esters, see: Kim, S.; Lee, J. I.; Chung, B. Y. J. Chem. Soc., Chem. Commun. 1981, 1231-1232
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 4763-4765
    • Mukaiyama, T.1    Araki, M.2    Takei, H.3    Kim, S.4    Lee, J.I.5    Chung, B.Y.6
  • 57
    • 28744432465 scopus 로고    scopus 로고
    • -1, indicative of the O -acyl isomer. For example, see
    • -1, indicative of the O -acyl isomer. For example, see: Li, P.; Xu, J. C. J. Chem. Soc., Perkin Trans. 2 2001, 113-120
    • (2001) J. Chem. Soc., Perkin Trans. 2 , pp. 113-120
    • Li, P.1    Xu, J.C.2
  • 60
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    • See Supporting Information for additional information
    • See Supporting Information for additional information.
  • 61
    • 84855638388 scopus 로고    scopus 로고
    • 1H NMR
    • 1H NMR.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.