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Volumn 14, Issue 30, 2008, Pages 9139-9142

One-pot synthesis of fused tricyclic heterocycles with quaternary carbon stereocenter by sequential pauson-khand reaction and formal [3+3] cycloaddition

Author keywords

Cycloaddition; Diastereoselectivity; Fused ring systems; Heterocycles; Rhodium

Indexed keywords

ACETONE; CHROMATOGRAPHIC ANALYSIS; CHROMATOGRAPHY; COLLOIDS; CYCLOADDITION; DISSOLUTION; ENERGY ABSORPTION; FUNCTIONAL GROUPS; GELATION; ORGANIC SOLVENTS; RHODIUM; SILICA; SILICA GEL;

EID: 55049128546     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200801453     Document Type: Article
Times cited : (19)

References (62)
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    • for recent reviews of Pauson-Khandtype reactions, see: j N. Jeong in Modern Rhodium-Catalyzed Organic Reactions (Ed.: P.A. Evans), Wiley-VCH, Weinheim, 2005, pp. 215-240;
    • for recent reviews of Pauson-Khandtype reactions, see: j) N. Jeong in Modern Rhodium-Catalyzed Organic Reactions (Ed.: P.A. Evans), Wiley-VCH, Weinheim, 2005, pp. 215-240;
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    • For recent examples of using PKR in total syntheis, see: a
    • For recent examples of using PKR in total syntheis, see: a)T. Hirose, N. Miyakoshi, C. Mukai, J. Org. Chem. 2008, 73, 1061;
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    • For a review on cascade reactions involving Pauson-Khand reaction, see: a
    • For a review on cascade reactions involving Pauson-Khand reaction, see: a) J. Perez-Castells, Top. Organomet. Chem. 2006, 19, 207-257;
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    • for selected recent examples of tandem allylic alkylation/Pauson-Khand reactions, see: b N. Jeong, S.-D. Seo, J.-Y. Shin, J. Am. Chem. Soc. 2000, 122, 10220;
    • for selected recent examples of tandem allylic alkylation/Pauson-Khand reactions, see: b) N. Jeong, S.-D. Seo, J.-Y. Shin, J. Am. Chem. Soc. 2000, 122, 10220;
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    • A fused tricyclic heterocycle is the key structural skeleton in some bioactive natural products, see
    • A fused tricyclic heterocycle is the key structural skeleton in some bioactive natural products, see: L. A. Paquette, O. D. Annis, H. Schostarez, J. Am. Chem. Soc. 1982, 104, 6646.
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    • Terminal 1, 6-enynes were prepared according to the following literature: K. Miura, H. Saito, N. Fujisawa, A. Hosomi, J. Org. Chem. 2000, 65, 8119.
    • Terminal 1, 6-enynes were prepared according to the following literature: K. Miura, H. Saito, N. Fujisawa, A. Hosomi, J. Org. Chem. 2000, 65, 8119.
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    • For example
    • The yield was lower if THF was not replaced by DMF for the second step
    • The yield was lower if THF was not replaced by DMF for the second step. For example. 4ga was obtained in only 48% yield.
    • was obtained in only 48% yield , vol.4 ga
  • 62
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    • CCDC-669717 (4ga) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
    • CCDC-669717 (4ga) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.