title: An efficient synthesis of (+/-)-trichostatic Acid and analogues: a new route to (+/-)-trichostatin A.
abstract: An efficient synthesis of rac-trichostatic acid (1) and its analogues is reported starting from a commercially available aldehyde. Further manipulations of rac-1 led to rac-trichostatin A (TSA). Construction of the desired molecular architecture entails a two-component union, achieved through an in situ hydroboration followed by a Suzuki-Miyaura coupling with 2. The requisite homopropargyl alcohol was synthesized by exploiting allenylindium chemistry. This new protocol paved the way for the synthesis of analogues of trichostatic acid and hence TSA.
authors.affiliation: Department of Chemistry and Biochemistry, 251 Nieuwland Science Hall, University of Notre Dame, Indiana 46556, USA.
authors.forename: Anamitra
authors.initials: A
authors.lastname: Chatterjee
authors.forename: Joshua
authors.initials: J
authors.lastname: Richer
authors.forename: Tyler
authors.initials: T
authors.lastname: Hulett
authors.forename: Vijaya Bhaskara Reddy
authors.initials: VB
authors.lastname: Iska
authors.forename: Olaf
authors.initials: O
authors.lastname: Wiest
authors.forename: Paul
authors.initials: P
authors.lastname: Helquist
mesh_terms: D002384:Catalysis; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry; D006877:Hydroxamic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
chemical_list: D005231:Fatty Acids, Unsaturated; D006877:Hydroxamic Acids; C066131:trichostatic acid; C012589:trichostatin A