Low-valent titanium-mediated cyclopropanation of vinylogous esters

Organic Letters

Volumn 6, Issue 14, 2004, Pages 2365-2368

  Masalov, Nikolai ^a   Feng, Wei ^a   Jin, Kun Cha ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LEWIS ACID; TITANIUM; VINYL DERIVATIVE;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; CYCLOPROPANATION; MOLECULAR INTERACTION; REACTION ANALYSIS; SOLVATION; TEMPERATURE DEPENDENCE;

CATALYSIS; CYCLIZATION; CYCLOPROPANES; ESTERS; INDICATORS AND REAGENTS; MOLECULAR STRUCTURE; TITANIUM; VINYL COMPOUNDS;

EID: 3242676368     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0493047     Document Type: Article

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26. In most cases, the original Kulinkovich cyclopropanation procedure and the olefin exchange modification can be utilized interchangeably with only small differences in yields. Rare exceptions include cyclopropanation of benzoates and nitriles: (a) Lee, J.; Cha, Unpublished results. See also: (b) Gensini, M.; Kozhushkov, S. I.; Yufit, D. S.; Howard, J. A. K.; Es-Sayed, M.; de Meijere, A. Eur. J. Org. Chem. 2002, 2499. (c) Footnote 16 in ref 6f.
27. In most cases, the original Kulinkovich cyclopropanation procedure and the olefin exchange modification can be utilized interchangeably with only small differences in yields. Rare exceptions include cyclopropanation of benzoates and nitriles: (a) Lee, J.; Cha, Unpublished results. See also: (b) Gensini, M.; Kozhushkov, S. I.; Yufit, D. S.; Howard, J. A. K.; Es-Sayed, M.; de Meijere, A. Eur. J. Org. Chem. 2002, 2499. (c) Footnote 16 in ref 6f.
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36. Cyclopropanation of vinylogous amides also proceeds cleanly under similar conditions: Feng, W.; Cha, J. K. Unpublished results.