Concise synthesis of (8Z,11Z,14Z)-8,11,14-heptadecatrienal, (7Z,10Z,13Z)-7,10,13-hexadecatrienal, and (8Z,11Z)-8,11-heptadecadienal, components of the essential oil of marine green alga Ulva pertusa

Bioscience, Biotechnology and Biochemistry

Volumn 69, Issue 7, 2005, Pages 1348-1352

  Akakabe, Yoshihiko ^a   Washizu, Kensuke ^a   Matsui, Kenji ^a   Kajiwara, Tadahiko ^a  

^a YAMAGUCHI UNIVERSITY   (Japan)

Author keywords

Dess Martin periodinane; Grignard coupling; Long chain aldehyde

Indexed keywords

CATALYSTS; ODOR CONTROL; OXIDATION;

DESS-MARTIN PERIODINANE; GRIGNARD COUPLING; LONG-CHAIN ALDEHYDE;

ALGAE;

ALDEHYDE; ESSENTIAL OIL;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; ODOR; SYNTHESIS; ULVA;

ALDEHYDES; MODELS, CHEMICAL; ODORS; OILS, VOLATILE; ULVA;

ALGAE; CHLOROPHYTA; ULVA; ULVA PERTUSA;

EID: 23944526404     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.69.1348     Document Type: Article

References (6)

1. Kajiwara, T., Matsui, K., and Akakabe, Y., Biogeneration of volatile compounds via oxylipins in edible seaweeds. In "Biotechnology for Improved Foods and Flavors" ACS Symposium series No. 637, eds. Takeoka, G. R., Teranishi, R., Williams, P. J., and Kobayashi, A., American Chemical Society, Washington, D.C., pp. 146-166 (1996).
2. Akakabe, Y., Matsui, K., and Kajiwara, T., Enantioselective α-hydroperoxylation of long-chain fatty acids with crude enzyme of marine green alga Ulva pertusa. Tetrahedron Lett., 40, 1137-1140 (1999).
3. Akakabe, Y., Matsui, K., and Kajiwara, T., α-Oxidation of long-chain unsaturated fatty acids in the marine green alga Ulva pertusa. Biosci. Biotechnol. Biochem., 64, 2680-2681 (2000).
4. Rokach, J., Guindon, Y., Young, R. N., Adams, J., and Atkinson, J. G., Synthesis of the leukotrienes. In "The Total Synthesis of Natural Products" Vol. 7, ed. ApSimon, J., John Wiley & Sons, pp. 141-273 (1988).
5. Lindlar, H., and Dubuis, R., Palladium catalyst for partial reduction of acetylenes. Org. Synth., 46, 89-92 (1966).
6. Dess, D. B., and Martin, J. C., Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones. J. Org. Chem., 48, 4155-4156 (1983).