Effect of solvent polarity extremes on the coupling of cyclopropylcarbene-chromium complexes and alkynes: Synthesis of β-alkoxycyclopentadienones, 2-cyclopentene-1,3-diones, and cis 4,5-disubstituted cyclopentenones

Tetrahedron Letters

Volumn 38, Issue 1, 1997, Pages 59-62

  Herndon, James W ^a   Patel, Paren P ^a  

^a Bldg 142   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTENONE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0031013620     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02282-4     Document Type: Article

References (18)

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14. 3 320.1412, found 320.1397.
15. Cyclopentenediones have been employed extensively for rethrolone and prostaglandin syntheses. a. Jondiko, I.J.O; Pattenden, G. "A New Approach to Rethrolone Synthesis," J. Chem. Soc., Perkin Trans. 1, 1983, 467-469.
16. b. Noyori, R.; Tomino, I.; Yamada, M.; Nishizawa, M. J. Am. Chem. Soc. 1984, 106, 6717-6725.
17. The isomer depicted is 2.5 kcal/mol more stable than its diasteromer according to molecular mechanics calculations. To simplify the energy minimization process, the phenyl groups of 5A were replaced by methyl groups.
18. For a recent review, see Li, C.-J. Chem. Rev. 1993, 93, 2023-2035.