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Regioselective allenylation of carbonyl compounds with propargylic organometallics

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References Cited

  • Cha, J. K., Pyo, S. S. and Skowron III J. F., An improved synthesis of cyclopropanes from homoallenic alcohols.Tetrahedron Lett, 33, 4703–4706 (1992).

    Article  Google Scholar 

  • Claus, R. E. and Schreiber, S. L., Ozonolytic cleavage of cyclohexene to terminally differentiated products; Methyl 6-oxohexanolate, 6,6-Dimethoxyhexanal, Methyl 6,6-Dimethoxy hexanolate.Org. Syn. coll. vol. VII, 168–171 (1985).

    Google Scholar 

  • Landor, P. D., Landor, S. R. and Mukasa, S., Synthesis of (±)-methyl tetradeca-trans-2,4,5-trienoate, the allenic sex pheromone produced by the male dried bean beetle.J. Chem. Soc. Chem. Commun., 1638–1639 (1971).

  • Marshall, J. A. and Wang, X. J., [2,3] Wittig rearrangement of no- nracemic propagyloxyacetic acids and esters. Synthesis of optically active 2,5-dihydrofurans.J. Org. Chem., 55, 2995–2996 (1990).

    Article  CAS  Google Scholar 

  • Mayers, A. G. and Condroski, K. R., Synthesis of (±)-7,8-epoxy-4-basmen-6-one by a transannular cyclization strategy.J. Am. Chem. Soc., 115, 7926–7927 (1993).

    Article  Google Scholar 

  • Noyori, R., Suzuki, M. and Morita, Y., Selective propagylation of carbonyl compounds with allenylstannane/alkylithium mixed reagents.J. Org. Chem., 55, 441–449 (1990).

    Article  Google Scholar 

  • Okamura, W. H., Haces, H. and Eugene M. G. A. van Kruchten, On the lithium dimethylcuprate induced conversion of propagylic esters into allenes using a steroidal C/D fragment derived from vitamin D3 as a stereochemical probe.Tetrahedron Lett., 23, 2707–2710 (1982).

    Article  Google Scholar 

  • Patai, S., The chemistry of ketenes, allenes and related comppounds., Wiley, New York, 1980.

    Google Scholar 

  • Patai, S., The chemistry of the carbon-carbon triple bond., ed. Wiley, New York, 343–379 (1978).

    Google Scholar 

  • Zweifel, G. and Hahn, G., Syntheses of enzymes, homopropargylic alcohols and propargylic carboxylic acids from allenes.Syn. Commu., 883–885 (1983).

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Authors and Affiliations

  1. College of Pharmacy, Sungkyunkwan University, 440-746, Suwon, Korea

    Won-Hun Ham, Jae-Gwon Yang, Mi-Jeoung Lee, Jung-Nam Song, Ki-Su Kim & Yun-Sung Chung

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  1. Won-Hun Ham
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  2. Jae-Gwon Yang
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  3. Mi-Jeoung Lee
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Ham, WH., Yang, JG., Lee, MJ. et al. Regioselective allenylation of carbonyl compounds with propargylic organometallics. Arch. Pharm. Res. 16, 257–258 (1993). https://doi.org/10.1007/BF02974493

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  • DOI: https://doi.org/10.1007/BF02974493

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