Determination of the Absolute Configuration of Gliomasolide D through Total Syntheses of the C-17 Epimers.
The absolute configuration at C-17, the carbon bearing the distal hydroxy group of the 14-membered natural product gliomasolide D, was assigned as R by comparison of13C NMR shifts and specific rotation values of the epimers at C-17. The first total synthesis of gliomasolide D along with its C-17 epimer, regioselective macrocyclization (18 membered vs 14 membered), and regioselective Wacker oxidation are highlights of the present work.
CSIR-National Chemical Laboratory, Division of Organic Chemistry , Dr. Homi Bhabha Road, Pune, 411008, India.|Academy of Scientific and Innovative Research (AcSIR) , New Delhi, 110025, India.
B
B
Seetharamsingh
CSIR-National Chemical Laboratory, Division of Organic Chemistry , Dr. Homi Bhabha Road, Pune, 411008, India.
Routholla
R
Ganesh
CSIR-National Chemical Laboratory, Division of Organic Chemistry , Dr. Homi Bhabha Road, Pune, 411008, India.|Academy of Scientific and Innovative Research (AcSIR) , New Delhi, 110025, India.
D Srinivasa
0000-0003-3270-315X
DS
Reddy
D000818:Animals; D018942:Macrolides / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000382:microbiology; D013237:Stereoisomerism
D018942:Macrolides