An efficient synthesis of (R)-3-hydroxytetradecanoic acid

Tetrahedron Asymmetry

Volumn 9, Issue 23, 1998, Pages 4113-4115

  Huang, Guangfei ^a   Hollingsworth, Rawle I ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID ETHYL ESTER; ETHYLENE OXIDE; HYDROXYACID; MYRISTIC ACID DERIVATIVE;

ARTICLE; CHIRALITY; FATTY ACID SYNTHESIS; PRIORITY JOURNAL; TECHNIQUE;

EID: 0032509418     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00441-8     Document Type: Article

References (16)

1. (a) Galanos, C.; Luderitz, O.; Rietschel, E. T.; Westphal, O. In International Review of Biochemistry, Biochemistry of Lipids II; Goodwin, T. W., Ed. University Park Press: Baltimore, 1977; Vol. 14, p. 239.
2. (b) Luderitz, O.; Galanos, C.; Lehmann, V.; Myer, H.; Rietschel, E. T.; Wechesser, J. Naturwissenschaften 1978, 65, 578.
3. Raetz, C. H. R. In Bacterial Outer Membranes As Model Systems; Inouye, D. M., Ed. John Wiley: New York, 1987; pp. 229-245.
4. (a) Curran, D. P.; Scanga, S. A.; Fenk, C. J. J. Org. Chem. 1984, 49, 3474.
5. (b) Deng, M.-Z.; Lu, D.-A.; Xu, W.-H. J. Chem. Soc., Chem. Commun. 1985, 21, 1478.
6. (c) Vining, L. C.; Taber, W. A. Can. J. Chem. 1962, 40, 1579.
7. (a) Basavaiah, D.; Bharathi, T. K. Synth. Commun. 1989, 19, 2035.
8. (b) Tai, A.; Nakahata, M.; Harada, T.; Izumi, Y.; Kusumoto, S.; Inage, M.; Shiba, T. Chem. Lett. 1980, 1125-1126.
9. Utaka, M.; Watabu, H.; Higashi, H.; Sakai, T.; Tsuboi, S.; Torii, I. J. Org. Chem. 1990, 55, 3917.
10. Sugai, T.; Ritzen, H.; Wong, C.-H. Tetrahedron: Asymmetry 1993, 4, 1051.
11. Hollingsworth, R. I. United States Patent 5,292,939, 1994.
12. Huang, G.; Hollingsworth, R. I. Tetrahedron 1998, 54, 1355.
13. Olah, G. A.; Narane, S. C.; Gupta, B. G. B.; Malhora, R. J. Org. Chem. 1979, 44, 1247.
14. Larcheveque, M.; Henrot, S. Tetrahedron 1990, 46, 4277.
15. +, 273.2430. Found 273.2438.
16. Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543.