Efficient asymmetric synthesis of (R)-3-hydroxy- and alkanoyloxytetradecanoic acids and method for the determination of enantiomeric purity

Author:

Keegan David S.,Hagen Steven R.,Johnson David A.

Publisher

Elsevier BV

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

Reference20 articles.

1. Structural Requirements of Lipid a for Endotoxicity and Other Biological Activities

2. On a practical synthesis of β-hydroxy fatty acid derivatives

3. Kamireddy, B.; Darsley, M.J.; Simpson, D.M.; Massey, R.J. PCT Int. Pat. Appl., 1993, WO 93/19761.

4. For the preparation of 3 via catalytic asymmetric hydrogenation4 of ethyl 3-oxotetradecanoate at 1480 psig, see: Christ, W.J.; Kawata, T.; Hawkins, L.D.; Kobayashi, S.; Asano, O.; Rossignol, D.P. Eur. Pat. Appl., 1993, EP 0536,969 A2;

5. Total Synthesis of the Proposed Structure of Rhodobacter sphaeroides Lipid A Resulting in the Synthesis of New Potent Lipopolysaccharide Antagonists

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