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Volumn 23, Issue 6, 2012, Pages 881-884

Development of a new nonsugar-based strategy for the synthesis of the hydroxylated indolizidinone skeleton

Author keywords

alkynylamides; hypervalent iodine; indolizidinones; metathesis; PIFA

Indexed keywords

CHEMICAL COMPOUND; INDOLIZIDINONE; RUTHENIUM; TRIHYDROXYINDOLIZIDINONE; UNCLASSIFIED DRUG;

EID: 84859101739     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0031-1290604     Document Type: Article
Times cited : (7)

References (46)
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    • For reviews on availability, synthesis, and biological evaluation of polyhydroxylated indolizidines, see
    • For reviews on availability, synthesis, and biological evaluation of polyhydroxylated indolizidines, see
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    • See also ref. 5b.
    • See also ref. 5b.
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    • For some recent representative examples, including references therein, see
    • For some recent representative examples, including references therein, see:, Kamal A, Vangala S R., Tetrahedron 2011 67 1341
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    • The selection of the E / Z mixture of 3 was made on the basis of economic reasons with respect to both expensive isolated stereoisomers. Moreover, it was anticipated that an E / Z mixture of (±)- 6 should render the same compound after the ring-closing-metathesis step. All these compounds (4 - 6) were prepared as E / Z isomers and no effort to isolate them was attempted.
    • The selection of the E / Z mixture of 3 was made on the basis of economic reasons with respect to both expensive isolated stereoisomers. Moreover, it was anticipated that an E / Z mixture of (±)- 6 should render the same compound after the ring-closing-metathesis step. All these compounds (4 - 6) were prepared as E / Z isomers and no effort to isolate them was attempted.
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    • 33947727055 scopus 로고    scopus 로고
    • For a useful review on the Sonogashira reaction, see
    • For a useful review on the Sonogashira reaction, see:, Chinchilla R, Nájera C, Chem. Rev. 2007 107 874
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    • Chinchilla, R.1    Nájera, C.2
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    • The putative syn stereochemistry of (±)- 6 was assumed, but not confirmed, on the basis of some related reports
    • The putative syn stereochemistry of (±)- 6 was assumed, but not confirmed, on the basis of some related reports:, Yun J M., Sim T B., Hahm H S., Lee W K., Ha H.-J, J. Org. Chem. 2003 68 7675
    • (2003) J. Org. Chem. , vol.68 , pp. 7675
    • Yun, J.M.1    Sim, T.B.2    Hahm, H.S.3    Lee, W.K.4    Ha, H.-J.5
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    • to the view of the undesired results in its transformation into (±)- 7, in which the tetrahedral carbinol group becomes trigonal, no additional effort to clarify the stereochemical relationships in (±)- 6 or (±)- 7 was carried out.
    • Kim B C., Lee W K., Tetrahedron 1996 52 12117; to the view of the undesired results in its transformation into (±)- 7, in which the tetrahedral carbinol group becomes trigonal, no additional effort to clarify the stereochemical relationships in (±)- 6 or (±)- 7 was carried out.
    • (1996) Tetrahedron , vol.52 , pp. 12117
    • Kim, B.C.1    Lee, W.K.2
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    • The development of protecting-group-free syntheses must be a mandatory impulse for all synthetic organic chemists. See, for example
    • The development of protecting-group-free syntheses must be a mandatory impulse for all synthetic organic chemists. See, for example:, Young I S., Baran P S., Nat. Chem. 2009 1 193
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    • For a description of the combined use of several dihydroxylation methods, see
    • For a description of the combined use of several dihydroxylation methods, see:, Reddy J S., Rao B V., J. Org. Chem. 2007 72 2224
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    • Reddy, J.S.1    Rao, B.V.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.