Titanium-mediated formation of 1,2-disubstituted cyclopropanols from esters and alkenes. A new approach to the synthesis of 3,11- dimethylnonacosan-2-one, a sex pheromone of the german cockroach

Tetrahedron Letters

Volumn 39, Issue 13, 1998, Pages 1823-1826

  Epstein, Oleg L ^a   Kulinkovich, Oleg G ^a  

^a BELARUSIAN STATE UNIVERSITY   (Belarus)

Author keywords

[No Author keywords available]

Indexed keywords

3,11 DIMETHYLNACOSAN 2 ONE; CYCLOPROPANOL; PHEROMONE; TITANIUM; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CHEMICAL REACTION KINETICS; COCKROACH; HORMONE STRUCTURE; HORMONE SYNTHESIS; NONHUMAN; REACTION ANALYSIS; STEREOISOMERISM; STRUCTURE ANALYSIS;

EID: 0032568344     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00097-5     Document Type: Article

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30. 4 and concentrated under reduced pressure to leave a pale-yellow oil. The crude 1-heptadecyl-2-(9-hydroxynonyl)-1-cyclopropanol (2) was used in the following step without further purification.
31. 3) δ (ppm): 0.02 (t, 1H, J=5.5 Hz), 0.79-1.08 (m, 5H), 1.11-1.74 (m, 49H), 2.46-2.76 (m, 2H), 3.61 (t, 2H, J=7 Hz).
32. 3, 200 MHz) δ (ppm): 0.78-0.94 (m, 6H), 1.10-1.80 (m, 52H), 3.64 (t, J=7Hz, 2H).
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35. 3, 200 MHz) δ (ppm): 0.78-0.94 (m, 6H), 1.10-1.80 (m, 49H), 4.90-5.10 (m, 2H), 5.72-5.96 (m, 1H).
36. 3, 200 MHz) δ (ppm): 0.03 (t, J=5Hz, 1H), 0.78-0.94 (m, 8H), 1.10-1.28 (m, 49H), 1.38 (s, 3H), 1.78-1.82 (m, 1H).