A practical synthesis of 3( S)-methyl-heptanoic acid from ( S)-citronellol

• Published in: Tetrahedron: asymmetry Vol. 7; no. 2; pp. 435 - 442
• Main Authors: Breitenbach, Ralph, Chiu, Charles K.-F., Massett, Stephen S., Meltz, Morgan, Murtiashaw, C.William, Pezzullo, Susan L., Staigers, Thomas
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.02.1996; Elsevier
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Chemistry, Physical; Physical Sciences; Science & Technology; ALCOHOLS; REAGENTS; PHEROMONE; ASYMMETRIC CONJUGATE ADDITION; ALKANOIC ACIDS; ISOMERIZATION; OXIRANES; DERIVATIVES; AMIDES

Chiral 3-methyl-heptanoic acid is readily accessible by functional group manipulation of optically active citronellol. In principle, this approach is general and could be applied to the synthesis of chiral 3-methyl-alkanoic acids seven carbon atoms in length and longer. Graphic